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.
Races
50 km
50 km
50 km
50 km
50 km
50 km
Marathon
Marathon
Marathon
Marathon
Marathon
Marathon
Half Marathon
Half Marathon
Half Marathon
Half Marathon
Half Marathon
Half Marathon
10 km
10 km
10 km
10 km
10 km
10 km
5 km
5 km
5 km
5 km
5 km
5 km
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.
Weather based on historical averages.
FAQs
What is the Holiday Five 50K, Day 3?
How long is the Holiday Five 50K, Day 3?
Where does the Holiday Five 50K, Day 3 take place?
What is the elevation gain of the Holiday Five 50K, Day 3?
How can I prepare for the Holiday Five 50K, Day 3?
How do I choose the right training plan for the Holiday Five 50K, Day 3?
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!
What is the Holiday Five 50K, Day 3?
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.
How long is the Holiday Five 50K, Day 3?
The Holiday Five 50K, Day 3 is 50km long.
Where does the Holiday Five 50K, Day 3 take place?
The Holiday Five 50K, Day 3 takes place in Winter Park, FL, USA.
What is the elevation gain of the Holiday Five 50K, Day 3?
Runna classifies the Holiday Five 50K, Day 3 elevation profile as Flat.
How can I prepare for the Holiday Five 50K, Day 3?
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!
How do I choose the right training plan for the Holiday Five 50K, Day 3?
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!
More
Sport:
Running
Tags:
Fun Run
Park
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.
