Trail Running calendar near Waterford 2026-2027

We have found 40 Trailruns within 80 miles of Waterford. See below where and when you can find the races.

Notchview Ultra in Windsor MA, July 10 to 13, 2026 features a scenic 1.9 mile loop with timed options from 6 hours to 100.7 miles. Full aid station, camping and merch plus a lap based charity challenge led by mascot Wally.

Join UltraTrax Gore Mountain on July 19 for a 7 mile loop or multiple loops through shaded Adirondack woods, creeks and ski trail views. Timed trek with weighted options, finisher swag and proceeds supporting Conservation Lands Foundation.

August 2026

Join the 14th Annual Sweltering Summer Ultra, an 8 hour track challenge at Clapp Park in Pittsfield on August 8, supporting the AYJ Fund for children with cancer. Chip timing, a lively aid station and pizza and ice pops keep energy up.

Climb It For Climate at Belleayre Mountain on August 16 features a challenging 25K mountain trail and a lively 8K slope run with hikers welcome. Join this zero carbon event with aid stations, plant fuel and proceeds to Catskill Center.

Take on the Jug End Loop Ultra at Jug End State Reservation on August 22, 2026. Run or walk a rolling 4.2 mile loop as many times as you can in six hours through woods, fields, and an apple orchard while supporting local charities.

Run the Triple Dam 10K in Perkinsville VT on a scenic loop of grassy trails, dirt roads and a shallow river crossing. Open to runners and walkers, this fundraiser for Springfield XC finishes by a swimming hole with post race treats.

September 2026

Wilcox Wild on September 6, 2026 in Stony Creek New York is a 31 miles trail ultra that loops from Harrisburg Lake to Wilcox Lake via scenic singletrack and waterfalls. Limited entries require prior experience and include a catered post rac..

Run the rugged Shawangunk Ridge Trail near Rosendale NY for epic cliff top views across five states. Pick 70 mile, 30 mile or half marathon courses over rocky, technical terrain in this unsupported, self reliant challenge.

Run rugged singletrack and summit Cobble Mountain at the Macedonia Trail Race in Macedonia Brook State Park, offering 12K, 25K and 50K distances. Expect steep climbs, technical descents, big elevation gain and a festive post race spread.

Tackle the Cat's Tail Trail Marathon in the Catskills, a rugged 26 mile point to point through Slide Mountain Wilderness with nearly 7,000 feet of climbing and stunning mountain views. Aid stations, postrace food and swag, and proceeds supp..

The Vermont 50 is a classic late September mountain bike and ultra run at Mount Ascutney offering 50 mile and 50K options, plus family fun and kids activities on Saturday. Proceeds support Vermont Adaptive Ski and Sports.

Join the 5th annual Live Well Community Wellness 5K on the scenic Greenway Trail in Dolgeville on September 27, 2026 for a refreshing forest run. Enjoy free refreshments and vendor goodies while supporting local youth with donated sports ge..

October 2026

Tackle an Everesting relay across 61+ miles and 29,029 feet of climbing at Mohawk Mountain in Cornwall CT, with a 72 hour window to run, hike or walk. Team up and test endurance on this epic fall challenge.

Iron Hike Fall Double Kuwohi Trail Marathon Plus Relay is a timed 24 hour trail challenge covering more than 28 miles with epic elevation at Mohawk Mountain in Cornwall Connecticut. Choose solo or relay, run, hike or walk and chase a big da..

Run wooded trails at Amy's Park in Bolton Landing with 4.5 mile and 10 mile options or run virtually. Proceeds support the Lake George Land Conservancy and its work protecting wetlands and watersheds.

Take on Flutters and Foliage Endurance Race in Cohoes NY on Oct 3 2026 with 6 hour, 3 hour and 1 hour solo options plus relays and vendors. Family and dog friendly, proceeds support Flutters of Hope and eating disorder services.

Hit the trails at the Keene Family YMCA Fall Foliage Trail Races in Keene, NH on Sunday, October 4, 2026, with 5K and 10K options through scenic fall woods. Enjoy chip timing, shirts for early registrants, and support local YMCA programs.

Take on the Mohawk Mountain Race at Mohawk Mountain Ski Resort with marathon, half marathon, 10K and 5K on challenging ski mountain trails featuring sweeping fall foliage and plenty of climbs and descents. Finishers earn medals and enjoy po..

Late autumn weekend at Red Wing Recreation Area with looped 100k, 50k and 10k races over rugged, hilly trails. Expect big elevation, full aid, camping for 50k runners and finisher awards, with UTMB Index status for longer distances.