Held annually in the wooded trails of Gregory, Michigan, Run Woodstock blends endurance racing with a music-festival vibe and takes place at Hell Creek Ranch, typically in early September. Runners can choose from a massive range of events, including 5K, 10K, Half Marathon, Marathon, 50K, 50-mile, 100K, and 100-mile options—plus unique challenges like back-to-back marathons and multi-day camping experiences. The scenic courses include dirt paths, rolling hills, and dense forest trails that challenge ultrarunners and energize newcomers alike. Post-race, participants enjoy live music, bonfires, yoga sessions, and other 1960s-themed festivities. It’s one of the most distinctive running weekends in the U.S., known for its inclusive spirit and countercultural joy.
Race Date:
05 September, 2025
Also starting at 2:00 PM on September 5, the Hallucination 100 Mile ultra runs six loops of the woodland trail system in Gregory, organized by RF Events. With approximately 5,000 ft (~1,524 m) of ascent per loop, runners face a monumental multi-loop mountain trail challenge.
Race Date:
05 September, 2025
The Happening 100K kicks off at 2:00 PM on Friday, September 5, 2025, in Gregory, coordinated by RF Events. This four‑loop wilderness run navigates Potawatomi and Waterloo-Pinckney trails, offering ~5,000 ft (1,524 m) total climbing.
Race Date:
06 September, 2025
Also starting at 6:00 AM on September 6, this 50‑mile challenge runs through the full trail system around Gregory, done in two 25‑mile loops. Organized by RF Events, it brings serious elevation (~2,500–2,500 ft per loop) and a peaceful festival atmosphere.
Race Date:
06 September, 2025
The Freak 50K begins at 6:00 AM on September 6, 2025, in Gregory, presented by RF Events, and tackles a single‑loop offshoot of the full trail network. It delivers a tough mix of technical singletrack and dirt, with an estimated ~1,200 m of climbing.
Race Date:
06 September, 2025
Scheduled for Saturday morning, September 6, 2025, the Mellow Marathon takes place in Gregory, Michigan, organized by RF Events, featuring two loops on singletracks and dirt roads. The challenging course includes approximately 2,349 ft (715 m) of climbing across scenic woods and lakeside trails.
Race Date:
06 September, 2025
Also on September 6, 2025, the Hippie Half Marathon runs 21.1 km through century‑old pines, old‑growth forest, and lakeside trails in Gregory, hosted by RF Events. The course offers a mellow, scenic loop with moderate elevation, perfect for trail runners seeking a festival vibe.
Race Date:
06 September, 2025
Taking place on Saturday, September 6, 2025, in Gregory, Michigan, the Flower Power 5 Mile is organized by RF Events at the Run Woodstock trail festival on the Potawatomi/BBT/Waterloo-Pinckney network. It's a groovy loop on forested dirt tracks and fields, featuring about 77m of elevation gain on rolling terrain.
Weather based on historical averages.
Also starting at 2:00 PM on September 5, the Hallucination 100 Mile ultra runs six loops of the woodland trail system in Gregory, organized by RF Events. With approximately 5,000 ft (~1,524 m) of ascent per loop, runners face a monumental multi-loop mountain trail challenge.
The Hallucination 100 Mile is 161km long.
The Hallucination 100 Mile takes place in Gregory, MI, USA.
The Hallucination 100 Mile elevation gain is 2750 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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!
Also starting at 2:00 PM on September 5, the Hallucination 100 Mile ultra runs six loops of the woodland trail system in Gregory, organized by RF Events. With approximately 5,000 ft (~1,524 m) of ascent per loop, runners face a monumental multi-loop mountain trail challenge.
The Hallucination 100 Mile is 161km long.
The Hallucination 100 Mile takes place in Gregory, MI, USA.
The Hallucination 100 Mile elevation gain is 2750 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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 Happening 100K kicks off at 2:00 PM on Friday, September 5, 2025, in Gregory, coordinated by RF Events. This four‑loop wilderness run navigates Potawatomi and Waterloo-Pinckney trails, offering ~5,000 ft (1,524 m) total climbing.
The Happening 100K is 100km long.
The Happening 100K takes place in Gregory, MI, USA.
The Happening 100K elevation gain is 1690 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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 Happening 100K kicks off at 2:00 PM on Friday, September 5, 2025, in Gregory, coordinated by RF Events. This four‑loop wilderness run navigates Potawatomi and Waterloo-Pinckney trails, offering ~5,000 ft (1,524 m) total climbing.
The Happening 100K is 100km long.
The Happening 100K takes place in Gregory, MI, USA.
The Happening 100K elevation gain is 1690 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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!
Also starting at 6:00 AM on September 6, this 50‑mile challenge runs through the full trail system around Gregory, done in two 25‑mile loops. Organized by RF Events, it brings serious elevation (~2,500–2,500 ft per loop) and a peaceful festival atmosphere.
The Peace Love & 50 Miles is 80km long.
The Peace Love & 50 Miles takes place in Gregory, MI, USA.
The Peace Love & 50 Miles elevation gain is 1371 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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!
Also starting at 6:00 AM on September 6, this 50‑mile challenge runs through the full trail system around Gregory, done in two 25‑mile loops. Organized by RF Events, it brings serious elevation (~2,500–2,500 ft per loop) and a peaceful festival atmosphere.
The Peace Love & 50 Miles is 80km long.
The Peace Love & 50 Miles takes place in Gregory, MI, USA.
The Peace Love & 50 Miles elevation gain is 1371 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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 Freak 50K begins at 6:00 AM on September 6, 2025, in Gregory, presented by RF Events, and tackles a single‑loop offshoot of the full trail network. It delivers a tough mix of technical singletrack and dirt, with an estimated ~1,200 m of climbing.
The Freak 50K is 50km long.
The Freak 50K takes place in Gregory, MI, USA.
The Freak 50K elevation gain is 852 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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 Freak 50K begins at 6:00 AM on September 6, 2025, in Gregory, presented by RF Events, and tackles a single‑loop offshoot of the full trail network. It delivers a tough mix of technical singletrack and dirt, with an estimated ~1,200 m of climbing.
The Freak 50K is 50km long.
The Freak 50K takes place in Gregory, MI, USA.
The Freak 50K elevation gain is 852 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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!
Scheduled for Saturday morning, September 6, 2025, the Mellow Marathon takes place in Gregory, Michigan, organized by RF Events, featuring two loops on singletracks and dirt roads. The challenging course includes approximately 2,349 ft (715 m) of climbing across scenic woods and lakeside trails.
The Mellow Marathon is 42km long.
The Mellow Marathon takes place in Gregory, MI, USA.
The Mellow Marathon elevation gain is 719 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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!
Scheduled for Saturday morning, September 6, 2025, the Mellow Marathon takes place in Gregory, Michigan, organized by RF Events, featuring two loops on singletracks and dirt roads. The challenging course includes approximately 2,349 ft (715 m) of climbing across scenic woods and lakeside trails.
The Mellow Marathon is 42km long.
The Mellow Marathon takes place in Gregory, MI, USA.
The Mellow Marathon elevation gain is 719 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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!
Also on September 6, 2025, the Hippie Half Marathon runs 21.1 km through century‑old pines, old‑growth forest, and lakeside trails in Gregory, hosted by RF Events. The course offers a mellow, scenic loop with moderate elevation, perfect for trail runners seeking a festival vibe.
The Hippie Half Marathon is 21km long.
The Hippie Half Marathon takes place in Gregory, MI, USA.
The Hippie Half Marathon elevation gain is 359 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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!
Also on September 6, 2025, the Hippie Half Marathon runs 21.1 km through century‑old pines, old‑growth forest, and lakeside trails in Gregory, hosted by RF Events. The course offers a mellow, scenic loop with moderate elevation, perfect for trail runners seeking a festival vibe.
The Hippie Half Marathon is 21km long.
The Hippie Half Marathon takes place in Gregory, MI, USA.
The Hippie Half Marathon elevation gain is 359 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized 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 personalized 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!
Taking place on Saturday, September 6, 2025, in Gregory, Michigan, the Flower Power 5 Mile is organized by RF Events at the Run Woodstock trail festival on the Potawatomi/BBT/Waterloo-Pinckney network. It's a groovy loop on forested dirt tracks and fields, featuring about 77m of elevation gain on rolling terrain.
The Flower Power 5 Mile is 8km long.
The Flower Power 5 Mile takes place in Gregory, MI, USA.
The Flower Power 5 Mile elevation gain is 77 meters, which Runna classifies as a Rolling race.
The best way to train for the next race is to use a personalized 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 personalized 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!
Taking place on Saturday, September 6, 2025, in Gregory, Michigan, the Flower Power 5 Mile is organized by RF Events at the Run Woodstock trail festival on the Potawatomi/BBT/Waterloo-Pinckney network. It's a groovy loop on forested dirt tracks and fields, featuring about 77m of elevation gain on rolling terrain.
The Flower Power 5 Mile is 8km long.
The Flower Power 5 Mile takes place in Gregory, MI, USA.
The Flower Power 5 Mile elevation gain is 77 meters, which Runna classifies as a Rolling race.
The best way to train for the next race is to use a personalized 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 personalized 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!
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This event listing is for informational purposes only. Runna is not affiliated with, endorsed by, or sponsored by Run Woodstock Gregory 2025 or RF Events. 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 Run Woodstock Gregory 2025 website.