Trail Running calendar near Bridgewater 2026-2027

A multi-day ultratrail series at Mohawk Mountain Ski Area in Cornwall CT from October 1 to October 4, 2026 featuring events of roughly 152, 100 and 61 miles with large cumulative elevation gains and individual and relay formats.

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..

Tackle a scenic 5K or 8K through Pindar Vineyards on flat packed trails while supporting the NY Cancer Foundation. Finish with live music, food trucks and a complimentary glass of Pindar wine for a festive fall celebration.

Take on the NipMuck Trail Marathon in Ashford CT on October 4, 2026, a rugged 26.4 miles out and back across rocks, roots, mud and scenic wood bridges. Organized by the Shenipsit Striders, the race supports Connecticut trail stewardship.

A series of trail races in Rocky Point NY using a 10.48 mile loop repeated for distances from 10 mile to 150 mile. Two aid stations provide Hylē Hydration and food, and some distances include night race options.

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..

A single-loop half marathon through five parks in lower Westchester County, New York, starting at the Thomas Paine Cottage and finishing at New Rochelle High School. Mostly shaded dirt trails with varied wildlife and published race results.

A multi-race weekend in Bay Shore, NY featuring marathon, half marathon, 10K, 5K, kids runs and a virtual challenge, with race days October 17 and 18, 2026 and fundraising for local veterans.

Point to point trail race in Northeast Connecticut on October 17, 2026, running through the Air Line Trail State Park from Willimantic to Putnam. Offers marathon, half marathon, 10K, and a marathon relay with proceeds supporting local stude..

The Tom Centinaro Memorial "Dam" Race will take place in Waterbury on Saturday 17 October 2026. You can run 4 miles.

A technical trail half marathon and 10K in Harriman State Park near Tuxedo, NY on October 18, 2026, featuring steep climbs, rocky singletrack, marked routes, aid stations, and a five hour finish cutoff.

Run Clinton Road with volunteer zombies and themed aid stations for a spooky, fun challenge this October. Choose a Zombie Crawl, 5k or 10k and celebrate at the finish line festival with music, a costume contest and a Survivor Medal for all..

A 5 mile trail race at Muscoot Farm in Katonah with two kids races by age group, Farm Bucks for the farmer's market, optional shirts, and no dogs permitted except trained service dogs.

A weekend trail event at Red Wing Recreation Area in Lagrangeville, NY offering 10K, 50K and 100K loop races with continuous aid, finisher medals, and UTMB Index designation for the 50K and 100K.

Timed trail event at Gurski Farm in Brookfield, CT featuring 8 hour and 4 hour continuous loop races plus 5K and 5K canicross. The course uses single track and farm trails and includes finisher medals, awards, food, and beverage options.

Trail marathon and half marathon in Rockefeller State Preserve with start and finish at Rockwood Hall. Courses use wide, groomed carriage roads and offer run and walk options with charity bib entries.

A trail 10k at Ward Pound Ridge Reservation paired with a November virtual 100k challenge that rewards finishers with a custom engraved woodallion; the race uses rocky ridgeline trails and includes an on-course water stop near the fire towe..

Trail races at Tarrywile Park near Danbury offering 10K, half marathon and marathon distances with technical single track, substantial elevation and lake views.

A trail half marathon in Roosevelt Forest, Stratford, run as eight laps of a 1.64 mile wooded loop with roots, rocks and rolling hills. The event features a children’s book drive, costume prizes, a finisher medallion and on-course aid.

Take on a rugged 5 mile lollipop loop in Lewis Morris Park with rocks, roots and about 600 feet of climb for a true trail challenge. Limited to 120 runners, the cupless, eco friendly event features reusable cups and hemp race bibs.