Looking for a way to jog off those holiday meals? Holiday Five offers runners a fun and casual challenge: five consecutive days of running in beautiful Winter Park. Held along the flat and shaded Cady Way Trail, participants can opt for five miles or marathon distances each day. With flexible pacing and generous cut-offs, it's ideal for new runners, holiday travelers, or anyone wanting a relaxed way to end—or start—the year strong. Races are informal—expect minimal frills, a simple finisher’s medal, water, Gatorade, and snacks along the route, but not much more. There’s no t-shirt or post-race party; instead, you'll get dependable logistics, easy parking, and a friendly vibe. Whether you're ticking off your first marathon or simply enjoying a run, this event offers low-cost, low-pressure running fun to close out the calendar year.
Race Date:
29 December, 2025
The Holiday Five 50K Day 3, hosted by BMW Running Company, takes place on Monday, 29 December 2025, beginning at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This third ultra in the five-day challenge tests runners’ endurance and consistency across the familiar 50 km course.
Race Date:
31 December, 2025
The Holiday Five 50K Day 5, the concluding event of the series organised by BMW Running Company, will be run on Wednesday, 31 December 2025, with a 6:00 AM start at Cady Way Trail Head, Winter Park, Florida. This final 50 km crowns finishers with a New Year’s Eve accomplishment of resilience and endurance.
Race Date:
27 December, 2025
The Holiday Five 50K – All Five Days, organised by BMW Running Company, challenges ultra runners to complete a 50K every day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This unique “5-in-5” event totals 250 km over five days on the flat, out-and-back Cady Way Trail, with daily 6:00 AM starts.
Race Date:
30 December, 2025
On Tuesday, 30 December 2025, the Holiday Five 50K Day 4, organised by BMW Running Company, begins at 6:00 AM at Cady Way Trail Head, Winter Park, Florida. Covering the same 50 km out-and-back course, it pushes participants to maintain their streak ahead of the finale.
Race Date:
27 December, 2025
The Holiday Five 50K Day 1, hosted by BMW Running Company, will be held on Saturday, 27 December 2025, starting at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This opening stage offers 50 km of flat out-and-back trail running to kick off the holiday ultra series.
Race Date:
28 December, 2025
On Sunday, 28 December 2025, the Holiday Five 50K Day 2, organised by BMW Running Company, starts at 6:00 AM at Cady Way Trail Head, Winter Park, Florida. Runners cover another 50 km loop on the scenic, paved Cady Way Trail with festive year-end camaraderie.
Race Date:
27 December, 2025
The Holiday Five Marathon – All Five Days, organised by BMW Running Company, challenges runners to complete a marathon (42.2 km) each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This “5-in-5” challenge totals 211 km across five days on the flat, out-and-back Cady Way Trail, with daily 6:00 AM starts.
Race Date:
28 December, 2025
On Sunday, 28 December 2025, the Holiday Five Marathon Day 2, organised by BMW Running Company, begins at 6:00 AM at Cady Way Trail Head, Winter Park, Florida. Runners face another 42.2 km along the paved Cady Way Trail, blending consistency with festive camaraderie.
Race Date:
27 December, 2025
The Holiday Five Marathon Day 1, hosted by BMW Running Company, takes place on Saturday, 27 December 2025, starting at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This opening 42.2 km sets the pace for the holiday marathon series with a flat, relaxed looped course.
Race Date:
30 December, 2025
On Tuesday, 30 December 2025, the Holiday Five Marathon Day 4, organised by BMW Running Company, kicks off at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This penultimate marathon keeps runners on the steady 42.2 km loop, pushing through to the series finale.
Race Date:
31 December, 2025
The Holiday Five Marathon Day 5, closing out the event on Wednesday, 31 December 2025, is hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 6:00 AM start. Completing this final 42.2 km marks the finish of a rare five-day marathon streak on New Year’s Eve.
Race Date:
29 December, 2025
The Holiday Five Marathon Day 3, hosted by BMW Running Company, is held on Monday, 29 December 2025, with a 6:00 AM start at Cady Way Trail Head, Winter Park, Florida. This mid-series marathon tests participants’ endurance on the familiar flat, out-and-back 42.2 km route.
Race Date:
29 December, 2025
The Holiday Five Half Marathon Day 3, hosted by BMW Running Company, runs on Monday, 29 December 2025, beginning at 6:10 AM from Cady Way Trail Head, Winter Park, Florida. This mid-series half marathon challenges participants to sustain their streak across familiar paved paths.
Race Date:
27 December, 2025
The Holiday Five Half Marathon Day 1, hosted by BMW Running Company, takes place on Saturday, 27 December 2025, beginning at 6:10 AM from Cady Way Trail Head, Winter Park, Florida. This 21.1 km route kicks off the five-day challenge with a scenic and welcoming loop.
Race Date:
31 December, 2025
The Holiday Five Half Marathon Day 5, concluding the streak on Wednesday, 31 December 2025, is hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 6:10 AM start. This final 21.1 km race crowns finishers with a New Year’s Eve achievement of endurance and commitment.
Race Date:
30 December, 2025
On Tuesday, 30 December 2025, the Holiday Five Half Marathon Day 4, organised by BMW Running Company, begins at 6:10 AM from Cady Way Trail Head, Winter Park, Florida. Another 21.1 km loop pushes runners toward completing the festive five-day series.
Race Date:
28 December, 2025
On Sunday, 28 December 2025, the Holiday Five Half Marathon Day 2, organised by BMW Running Company, starts at 6:10 AM at Cady Way Trail Head, Winter Park, Florida. Another 21.1 km out-and-back loop helps runners build consistency through the holiday season.
Race Date:
27 December, 2025
The Holiday Five Half Marathon – All Five Days, organised by BMW Running Company, invites participants to complete a half marathon (21.1 km) each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. Covering a total of 105.5 km across five days, this festive “5-in-5” streak offers a consistent 6:10 AM start and a flat, paved out-and-back course.
Race Date:
30 December, 2025
On Tuesday, 30 December 2025, the Holiday Five 10K Day 4, organised by BMW Running Company, starts at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This penultimate 10 km race pushes participants toward completing all five days of the series.
Race Date:
29 December, 2025
The Holiday Five 10K Day 3, hosted by BMW Running Company, takes place on Monday, 29 December 2025, beginning at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This mid-series 10 km keeps runners engaged with the familiar flat and festive route.
Race Date:
28 December, 2025
On Sunday, 28 December 2025, the Holiday Five 10K Day 2, organised by BMW Running Company, begins at 7:00 AM at Cady Way Trail Head, Winter Park, Florida. Participants complete another 10 km out-and-back loop, building consistency in the holiday challenge.
Race Date:
27 December, 2025
The Holiday Five 10K Day 1, hosted by BMW Running Company, will be held on Saturday, 27 December 2025, starting at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This opening 10 km race offers a relaxed, scenic loop to kick off the holiday running streak.
Race Date:
27 December, 2025
The Holiday Five 10K – All Five Days, organised by BMW Running Company, challenges runners to complete a 10K each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This festive “5-in-5” series totals 50 km across five days, with a 7:00 AM start each morning on a flat, paved out-and-back course.
Race Date:
31 December, 2025
The Holiday Five 10K Day 5, concluding the event on Wednesday, 31 December 2025, is hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 7:00 AM start. This final 10 km completes the streak with a New Year’s Eve celebration of fitness and commitment.
Race Date:
27 December, 2025
The Holiday Five 5K – All Five Days, organised by BMW Running Company, invites participants to complete a 5K run each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This “5-in-5” challenge totals 25 km across five days, with a 7:00 AM start and a flat, friendly out-and-back course ideal for all levels.
Race Date:
28 December, 2025
On Sunday, 28 December 2025, the Holiday Five 5K Day 2, organised by BMW Running Company, starts at 7:00 AM at Cady Way Trail Head, Winter Park, Florida. Participants enjoy another 5 km loop, building streak consistency in a fun and social atmosphere.
Race Date:
29 December, 2025
The Holiday Five 5K Day 3, hosted by BMW Running Company, will be run on Monday, 29 December 2025, beginning at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This third 5 km is a short but energising mid-series run to keep the streak alive.
Race Date:
27 December, 2025
The Holiday Five 5K Day 1, hosted by BMW Running Company, takes place on Saturday, 27 December 2025, starting at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This first 5 km offers a festive, easy-paced kickoff to the holiday running series.
Race Date:
31 December, 2025
The Holiday Five 5K Day 5, closing out the festival, takes place on Wednesday, 31 December 2025, hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 7:00 AM start. This final 5 km celebrates consistency and community spirit on New Year’s Eve.
Race Date:
30 December, 2025
On Tuesday, 30 December 2025, the Holiday Five 5K Day 4, organised by BMW Running Company, begins at 7:00 AM at Cady Way Trail Head, Winter Park, Florida. Another 5 km loop offers a light yet meaningful step toward completing the five-day challenge.
Weather based on historical averages.
The Holiday Five 50K Day 3, hosted by BMW Running Company, takes place on Monday, 29 December 2025, beginning at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This third ultra in the five-day challenge tests runners’ endurance and consistency across the familiar 50 km course.
The Holiday Five 50K, Day 3 is 50km long.
The Holiday Five 50K, Day 3 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, Day 3 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 50K Day 3, hosted by BMW Running Company, takes place on Monday, 29 December 2025, beginning at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This third ultra in the five-day challenge tests runners’ endurance and consistency across the familiar 50 km course.
The Holiday Five 50K, Day 3 is 50km long.
The Holiday Five 50K, Day 3 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, Day 3 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 50K Day 5, the concluding event of the series organised by BMW Running Company, will be run on Wednesday, 31 December 2025, with a 6:00 AM start at Cady Way Trail Head, Winter Park, Florida. This final 50 km crowns finishers with a New Year’s Eve accomplishment of resilience and endurance.
The Holiday Five 50K, Day 5 is 50km long.
The Holiday Five 50K, Day 5 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, Day 5 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 50K Day 5, the concluding event of the series organised by BMW Running Company, will be run on Wednesday, 31 December 2025, with a 6:00 AM start at Cady Way Trail Head, Winter Park, Florida. This final 50 km crowns finishers with a New Year’s Eve accomplishment of resilience and endurance.
The Holiday Five 50K, Day 5 is 50km long.
The Holiday Five 50K, Day 5 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, Day 5 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 50K – All Five Days, organised by BMW Running Company, challenges ultra runners to complete a 50K every day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This unique “5-in-5” event totals 250 km over five days on the flat, out-and-back Cady Way Trail, with daily 6:00 AM starts.
The Holiday Five 50K, all five days is 50km long.
The Holiday Five 50K, all five days takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, all five days elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 50K – All Five Days, organised by BMW Running Company, challenges ultra runners to complete a 50K every day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This unique “5-in-5” event totals 250 km over five days on the flat, out-and-back Cady Way Trail, with daily 6:00 AM starts.
The Holiday Five 50K, all five days is 50km long.
The Holiday Five 50K, all five days takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, all five days elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Tuesday, 30 December 2025, the Holiday Five 50K Day 4, organised by BMW Running Company, begins at 6:00 AM at Cady Way Trail Head, Winter Park, Florida. Covering the same 50 km out-and-back course, it pushes participants to maintain their streak ahead of the finale.
The Holiday Five 50K, Day 4 is 50km long.
The Holiday Five 50K, Day 4 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, Day 4 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Tuesday, 30 December 2025, the Holiday Five 50K Day 4, organised by BMW Running Company, begins at 6:00 AM at Cady Way Trail Head, Winter Park, Florida. Covering the same 50 km out-and-back course, it pushes participants to maintain their streak ahead of the finale.
The Holiday Five 50K, Day 4 is 50km long.
The Holiday Five 50K, Day 4 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, Day 4 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 50K Day 1, hosted by BMW Running Company, will be held on Saturday, 27 December 2025, starting at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This opening stage offers 50 km of flat out-and-back trail running to kick off the holiday ultra series.
The Holiday Five 50K, Day 1 is 50km long.
The Holiday Five 50K, Day 1 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, Day 1 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 50K Day 1, hosted by BMW Running Company, will be held on Saturday, 27 December 2025, starting at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This opening stage offers 50 km of flat out-and-back trail running to kick off the holiday ultra series.
The Holiday Five 50K, Day 1 is 50km long.
The Holiday Five 50K, Day 1 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, Day 1 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Sunday, 28 December 2025, the Holiday Five 50K Day 2, organised by BMW Running Company, starts at 6:00 AM at Cady Way Trail Head, Winter Park, Florida. Runners cover another 50 km loop on the scenic, paved Cady Way Trail with festive year-end camaraderie.
The Holiday Five 50K, Day 2 is 50km long.
The Holiday Five 50K, Day 2 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, Day 2 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Sunday, 28 December 2025, the Holiday Five 50K Day 2, organised by BMW Running Company, starts at 6:00 AM at Cady Way Trail Head, Winter Park, Florida. Runners cover another 50 km loop on the scenic, paved Cady Way Trail with festive year-end camaraderie.
The Holiday Five 50K, Day 2 is 50km long.
The Holiday Five 50K, Day 2 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 50K, Day 2 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Marathon – All Five Days, organised by BMW Running Company, challenges runners to complete a marathon (42.2 km) each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This “5-in-5” challenge totals 211 km across five days on the flat, out-and-back Cady Way Trail, with daily 6:00 AM starts.
The Holiday Five Marathon, all five days is 42km long.
The Holiday Five Marathon, all five days takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, all five days elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Marathon – All Five Days, organised by BMW Running Company, challenges runners to complete a marathon (42.2 km) each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This “5-in-5” challenge totals 211 km across five days on the flat, out-and-back Cady Way Trail, with daily 6:00 AM starts.
The Holiday Five Marathon, all five days is 42km long.
The Holiday Five Marathon, all five days takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, all five days elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Sunday, 28 December 2025, the Holiday Five Marathon Day 2, organised by BMW Running Company, begins at 6:00 AM at Cady Way Trail Head, Winter Park, Florida. Runners face another 42.2 km along the paved Cady Way Trail, blending consistency with festive camaraderie.
The Holiday Five Marathon, Day 2 is 42km long.
The Holiday Five Marathon, Day 2 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, Day 2 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Sunday, 28 December 2025, the Holiday Five Marathon Day 2, organised by BMW Running Company, begins at 6:00 AM at Cady Way Trail Head, Winter Park, Florida. Runners face another 42.2 km along the paved Cady Way Trail, blending consistency with festive camaraderie.
The Holiday Five Marathon, Day 2 is 42km long.
The Holiday Five Marathon, Day 2 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, Day 2 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Marathon Day 1, hosted by BMW Running Company, takes place on Saturday, 27 December 2025, starting at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This opening 42.2 km sets the pace for the holiday marathon series with a flat, relaxed looped course.
The Holiday Five Marathon, Day 1 is 42km long.
The Holiday Five Marathon, Day 1 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, Day 1 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Marathon Day 1, hosted by BMW Running Company, takes place on Saturday, 27 December 2025, starting at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This opening 42.2 km sets the pace for the holiday marathon series with a flat, relaxed looped course.
The Holiday Five Marathon, Day 1 is 42km long.
The Holiday Five Marathon, Day 1 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, Day 1 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Tuesday, 30 December 2025, the Holiday Five Marathon Day 4, organised by BMW Running Company, kicks off at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This penultimate marathon keeps runners on the steady 42.2 km loop, pushing through to the series finale.
The Holiday Five Marathon, Day 4 is 42km long.
The Holiday Five Marathon, Day 4 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, Day 4 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Tuesday, 30 December 2025, the Holiday Five Marathon Day 4, organised by BMW Running Company, kicks off at 6:00 AM from Cady Way Trail Head, Winter Park, Florida. This penultimate marathon keeps runners on the steady 42.2 km loop, pushing through to the series finale.
The Holiday Five Marathon, Day 4 is 42km long.
The Holiday Five Marathon, Day 4 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, Day 4 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Marathon Day 5, closing out the event on Wednesday, 31 December 2025, is hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 6:00 AM start. Completing this final 42.2 km marks the finish of a rare five-day marathon streak on New Year’s Eve.
The Holiday Five Marathon, Day 5 is 42km long.
The Holiday Five Marathon, Day 5 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, Day 5 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Marathon Day 5, closing out the event on Wednesday, 31 December 2025, is hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 6:00 AM start. Completing this final 42.2 km marks the finish of a rare five-day marathon streak on New Year’s Eve.
The Holiday Five Marathon, Day 5 is 42km long.
The Holiday Five Marathon, Day 5 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, Day 5 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Marathon Day 3, hosted by BMW Running Company, is held on Monday, 29 December 2025, with a 6:00 AM start at Cady Way Trail Head, Winter Park, Florida. This mid-series marathon tests participants’ endurance on the familiar flat, out-and-back 42.2 km route.
The Holiday Five Marathon, Day 3 is 42km long.
The Holiday Five Marathon, Day 3 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, Day 3 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Marathon Day 3, hosted by BMW Running Company, is held on Monday, 29 December 2025, with a 6:00 AM start at Cady Way Trail Head, Winter Park, Florida. This mid-series marathon tests participants’ endurance on the familiar flat, out-and-back 42.2 km route.
The Holiday Five Marathon, Day 3 is 42km long.
The Holiday Five Marathon, Day 3 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Marathon, Day 3 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Half Marathon Day 3, hosted by BMW Running Company, runs on Monday, 29 December 2025, beginning at 6:10 AM from Cady Way Trail Head, Winter Park, Florida. This mid-series half marathon challenges participants to sustain their streak across familiar paved paths.
The Holiday Five Half Marathon, Day 3 is 21km long.
The Holiday Five Half Marathon, Day 3 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, Day 3 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Half Marathon Day 3, hosted by BMW Running Company, runs on Monday, 29 December 2025, beginning at 6:10 AM from Cady Way Trail Head, Winter Park, Florida. This mid-series half marathon challenges participants to sustain their streak across familiar paved paths.
The Holiday Five Half Marathon, Day 3 is 21km long.
The Holiday Five Half Marathon, Day 3 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, Day 3 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Half Marathon Day 1, hosted by BMW Running Company, takes place on Saturday, 27 December 2025, beginning at 6:10 AM from Cady Way Trail Head, Winter Park, Florida. This 21.1 km route kicks off the five-day challenge with a scenic and welcoming loop.
The Holiday Five Half Marathon, Day 1 is 21km long.
The Holiday Five Half Marathon, Day 1 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, Day 1 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Half Marathon Day 1, hosted by BMW Running Company, takes place on Saturday, 27 December 2025, beginning at 6:10 AM from Cady Way Trail Head, Winter Park, Florida. This 21.1 km route kicks off the five-day challenge with a scenic and welcoming loop.
The Holiday Five Half Marathon, Day 1 is 21km long.
The Holiday Five Half Marathon, Day 1 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, Day 1 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Half Marathon Day 5, concluding the streak on Wednesday, 31 December 2025, is hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 6:10 AM start. This final 21.1 km race crowns finishers with a New Year’s Eve achievement of endurance and commitment.
The Holiday Five Half Marathon, Day 5 is 21km long.
The Holiday Five Half Marathon, Day 5 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, Day 5 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Half Marathon Day 5, concluding the streak on Wednesday, 31 December 2025, is hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 6:10 AM start. This final 21.1 km race crowns finishers with a New Year’s Eve achievement of endurance and commitment.
The Holiday Five Half Marathon, Day 5 is 21km long.
The Holiday Five Half Marathon, Day 5 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, Day 5 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Tuesday, 30 December 2025, the Holiday Five Half Marathon Day 4, organised by BMW Running Company, begins at 6:10 AM from Cady Way Trail Head, Winter Park, Florida. Another 21.1 km loop pushes runners toward completing the festive five-day series.
The Holiday Five Half Marathon, Day 4 is 21km long.
The Holiday Five Half Marathon, Day 4 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, Day 4 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Tuesday, 30 December 2025, the Holiday Five Half Marathon Day 4, organised by BMW Running Company, begins at 6:10 AM from Cady Way Trail Head, Winter Park, Florida. Another 21.1 km loop pushes runners toward completing the festive five-day series.
The Holiday Five Half Marathon, Day 4 is 21km long.
The Holiday Five Half Marathon, Day 4 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, Day 4 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Sunday, 28 December 2025, the Holiday Five Half Marathon Day 2, organised by BMW Running Company, starts at 6:10 AM at Cady Way Trail Head, Winter Park, Florida. Another 21.1 km out-and-back loop helps runners build consistency through the holiday season.
The Holiday Five Half Marathon, Day 2 is 21km long.
The Holiday Five Half Marathon, Day 2 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, Day 2 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Sunday, 28 December 2025, the Holiday Five Half Marathon Day 2, organised by BMW Running Company, starts at 6:10 AM at Cady Way Trail Head, Winter Park, Florida. Another 21.1 km out-and-back loop helps runners build consistency through the holiday season.
The Holiday Five Half Marathon, Day 2 is 21km long.
The Holiday Five Half Marathon, Day 2 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, Day 2 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Half Marathon – All Five Days, organised by BMW Running Company, invites participants to complete a half marathon (21.1 km) each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. Covering a total of 105.5 km across five days, this festive “5-in-5” streak offers a consistent 6:10 AM start and a flat, paved out-and-back course.
The Holiday Five Half Marathon, all five days is 21km long.
The Holiday Five Half Marathon, all five days takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, all five days elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five Half Marathon – All Five Days, organised by BMW Running Company, invites participants to complete a half marathon (21.1 km) each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. Covering a total of 105.5 km across five days, this festive “5-in-5” streak offers a consistent 6:10 AM start and a flat, paved out-and-back course.
The Holiday Five Half Marathon, all five days is 21km long.
The Holiday Five Half Marathon, all five days takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five Half Marathon, all five days elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Tuesday, 30 December 2025, the Holiday Five 10K Day 4, organised by BMW Running Company, starts at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This penultimate 10 km race pushes participants toward completing all five days of the series.
The Holiday Five 10K, Day 4 is 10km long.
The Holiday Five 10K, Day 4 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, Day 4 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Tuesday, 30 December 2025, the Holiday Five 10K Day 4, organised by BMW Running Company, starts at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This penultimate 10 km race pushes participants toward completing all five days of the series.
The Holiday Five 10K, Day 4 is 10km long.
The Holiday Five 10K, Day 4 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, Day 4 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 10K Day 3, hosted by BMW Running Company, takes place on Monday, 29 December 2025, beginning at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This mid-series 10 km keeps runners engaged with the familiar flat and festive route.
The Holiday Five 10K, Day 3 is 10km long.
The Holiday Five 10K, Day 3 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, Day 3 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 10K Day 3, hosted by BMW Running Company, takes place on Monday, 29 December 2025, beginning at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This mid-series 10 km keeps runners engaged with the familiar flat and festive route.
The Holiday Five 10K, Day 3 is 10km long.
The Holiday Five 10K, Day 3 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, Day 3 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Sunday, 28 December 2025, the Holiday Five 10K Day 2, organised by BMW Running Company, begins at 7:00 AM at Cady Way Trail Head, Winter Park, Florida. Participants complete another 10 km out-and-back loop, building consistency in the holiday challenge.
The Holiday Five 10K, Day 2 is 10km long.
The Holiday Five 10K, Day 2 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, Day 2 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Sunday, 28 December 2025, the Holiday Five 10K Day 2, organised by BMW Running Company, begins at 7:00 AM at Cady Way Trail Head, Winter Park, Florida. Participants complete another 10 km out-and-back loop, building consistency in the holiday challenge.
The Holiday Five 10K, Day 2 is 10km long.
The Holiday Five 10K, Day 2 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, Day 2 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 10K Day 1, hosted by BMW Running Company, will be held on Saturday, 27 December 2025, starting at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This opening 10 km race offers a relaxed, scenic loop to kick off the holiday running streak.
The Holiday Five 10K, Day 1 is 10km long.
The Holiday Five 10K, Day 1 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, Day 1 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 10K Day 1, hosted by BMW Running Company, will be held on Saturday, 27 December 2025, starting at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This opening 10 km race offers a relaxed, scenic loop to kick off the holiday running streak.
The Holiday Five 10K, Day 1 is 10km long.
The Holiday Five 10K, Day 1 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, Day 1 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 10K – All Five Days, organised by BMW Running Company, challenges runners to complete a 10K each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This festive “5-in-5” series totals 50 km across five days, with a 7:00 AM start each morning on a flat, paved out-and-back course.
The Holiday Five 10K, all five days is 10km long.
The Holiday Five 10K, all five days takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, all five days elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 10K – All Five Days, organised by BMW Running Company, challenges runners to complete a 10K each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This festive “5-in-5” series totals 50 km across five days, with a 7:00 AM start each morning on a flat, paved out-and-back course.
The Holiday Five 10K, all five days is 10km long.
The Holiday Five 10K, all five days takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, all five days elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 10K Day 5, concluding the event on Wednesday, 31 December 2025, is hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 7:00 AM start. This final 10 km completes the streak with a New Year’s Eve celebration of fitness and commitment.
The Holiday Five 10K, Day 5 is 10km long.
The Holiday Five 10K, Day 5 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, Day 5 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 10K Day 5, concluding the event on Wednesday, 31 December 2025, is hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 7:00 AM start. This final 10 km completes the streak with a New Year’s Eve celebration of fitness and commitment.
The Holiday Five 10K, Day 5 is 10km long.
The Holiday Five 10K, Day 5 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 10K, Day 5 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 5K – All Five Days, organised by BMW Running Company, invites participants to complete a 5K run each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This “5-in-5” challenge totals 25 km across five days, with a 7:00 AM start and a flat, friendly out-and-back course ideal for all levels.
The Holiday Five 5K, all five days is 5km long.
The Holiday Five 5K, all five days takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, all five days elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 5K – All Five Days, organised by BMW Running Company, invites participants to complete a 5K run each day from Saturday, 27 December to Wednesday, 31 December 2025, at Cady Way Trail Head in Winter Park, Florida. This “5-in-5” challenge totals 25 km across five days, with a 7:00 AM start and a flat, friendly out-and-back course ideal for all levels.
The Holiday Five 5K, all five days is 5km long.
The Holiday Five 5K, all five days takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, all five days elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Sunday, 28 December 2025, the Holiday Five 5K Day 2, organised by BMW Running Company, starts at 7:00 AM at Cady Way Trail Head, Winter Park, Florida. Participants enjoy another 5 km loop, building streak consistency in a fun and social atmosphere.
The Holiday Five 5K, Day 2 is 5km long.
The Holiday Five 5K, Day 2 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, Day 2 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Sunday, 28 December 2025, the Holiday Five 5K Day 2, organised by BMW Running Company, starts at 7:00 AM at Cady Way Trail Head, Winter Park, Florida. Participants enjoy another 5 km loop, building streak consistency in a fun and social atmosphere.
The Holiday Five 5K, Day 2 is 5km long.
The Holiday Five 5K, Day 2 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, Day 2 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 5K Day 3, hosted by BMW Running Company, will be run on Monday, 29 December 2025, beginning at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This third 5 km is a short but energising mid-series run to keep the streak alive.
The Holiday Five 5K, Day 3 is 5km long.
The Holiday Five 5K, Day 3 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, Day 3 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 5K Day 3, hosted by BMW Running Company, will be run on Monday, 29 December 2025, beginning at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This third 5 km is a short but energising mid-series run to keep the streak alive.
The Holiday Five 5K, Day 3 is 5km long.
The Holiday Five 5K, Day 3 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, Day 3 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 5K Day 1, hosted by BMW Running Company, takes place on Saturday, 27 December 2025, starting at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This first 5 km offers a festive, easy-paced kickoff to the holiday running series.
The Holiday Five 5K, Day 1 is 5km long.
The Holiday Five 5K, Day 1 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, Day 1 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 5K Day 1, hosted by BMW Running Company, takes place on Saturday, 27 December 2025, starting at 7:00 AM from Cady Way Trail Head, Winter Park, Florida. This first 5 km offers a festive, easy-paced kickoff to the holiday running series.
The Holiday Five 5K, Day 1 is 5km long.
The Holiday Five 5K, Day 1 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, Day 1 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 5K Day 5, closing out the festival, takes place on Wednesday, 31 December 2025, hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 7:00 AM start. This final 5 km celebrates consistency and community spirit on New Year’s Eve.
The Holiday Five 5K, Day 5 is 5km long.
The Holiday Five 5K, Day 5 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, Day 5 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
The Holiday Five 5K Day 5, closing out the festival, takes place on Wednesday, 31 December 2025, hosted by BMW Running Company at Cady Way Trail Head, Winter Park, Florida, with a 7:00 AM start. This final 5 km celebrates consistency and community spirit on New Year’s Eve.
The Holiday Five 5K, Day 5 is 5km long.
The Holiday Five 5K, Day 5 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, Day 5 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Tuesday, 30 December 2025, the Holiday Five 5K Day 4, organised by BMW Running Company, begins at 7:00 AM at Cady Way Trail Head, Winter Park, Florida. Another 5 km loop offers a light yet meaningful step toward completing the five-day challenge.
The Holiday Five 5K, Day 4 is 5km long.
The Holiday Five 5K, Day 4 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, Day 4 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
On Tuesday, 30 December 2025, the Holiday Five 5K Day 4, organised by BMW Running Company, begins at 7:00 AM at Cady Way Trail Head, Winter Park, Florida. Another 5 km loop offers a light yet meaningful step toward completing the five-day challenge.
The Holiday Five 5K, Day 4 is 5km long.
The Holiday Five 5K, Day 4 takes place in Winter Park, FL, USA.
Runna classifies the Holiday Five 5K, Day 4 elevation profile as Flat.
The best way to train for the next race is to use a personalised training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalised training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
Running
Park
Fun Run
This event listing is for informational purposes only. Runna is not affiliated with, endorsed by, or sponsored by Holiday Five 2025 or BMW Running Company. All event details are based on publicly available information and are provided solely to help users discover running events. Runna does not use any official logos, images, or proprietary content from this event or its organiser. Any trademarks or names mentioned are used descriptively to identify the event in a factual manner. For the most accurate and up to date information (including to register or purchase an entry to the event), please visit the Holiday Five 2025 website.