Trail Races
Events
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Red Wing Trail Challenge
Red Wing Recreation Area NY Lagrangeville, New York, United StatesConquer The World Endurance presents the 9th Annual Red Wing Trail Challenge on Sunday, July 5, 2026. Take on either our 60K with roughly 6,600 feet of gain, a new added 30K with 3,300 feet of gain, or the 15K trail race with about 1,650 feet of gain. Stick around post race for some great […]
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Tough Mountain Challenge
Sunday River Resort Bethel, Maine, United StatesSince 2010, Tough Mountain Challenge has been New England's go-to event for mud, sweat, beers, and bragging rights. You'll survive 5K of mud, water, walls, woods, and whatever else we […]
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The Magnificent Bastards’ Challenge
Corinth, Vermont Corinth, Vermont, United StatesThe Magnificent Bastard's Challenge is a last runner standing style event hosted in Corinth, Vermont. Unlike typical last runner standing events, this one is hosted on a small ski slope called Northeast Slopes where runners have 20 minutes to complete a 1-mile loop and get back to the start to do it again. The course […]
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Pawling 24-Hour Trail Festival
Pawling NY Pawling, New York, United StatesConquer The World / C.T.W Endurance is excited to return for the 6th Pawling 24hr Trail Running Festival. This event will be headlined by a 24 hour timed race along […]
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Highlander Heavy Half
Hudson Highlands NY Philipstown, New York, United StatesWe are excited to announce a new race coming at you this fall. The Highlander Heavy Half arrives October 4th, 2026 giving you 13.7 Miles with 4,000ft of gain through […]
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Devil’s Den Ultra
Bradford, Vermont Bradford, Vermont, United StatesDevil's Den Ultra takes place in during the peak of foliage season in Bradford Vermont on Wright's Mountain. The course is a rugged 10K loop with 1,600 feet of climbing per loop. It starts at the Devil's Den trail head and weaves up, over, and back on the tallest peak in Bradford. Runners will have […]
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Spring Fever 8-Hour | 5-Miler | 5K
Wompatuck State Park Hingham, MAJoin us for one of the best times of the year in New England; Spring! Right as the snow is melting, the flowers are blooming and you are ready to […]
