Trail Running calendar near Thompson 2026-2027

The Run for the Pumpkins Trail Run will take place in Westerly on Saturday 3 October 2026. You can run between 5 and 10 kilometers.

Run the winding single lane trails of Groton Town Forest with a choice of 9.5 mile or 3.4 mile courses featuring roots, rocks and rolling climbs. Limited to 250 runners, this community race supports Groton trail maintenance and finishes wit..

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.

A 26.4 mile trail marathon in Ashford Connecticut with a two person relay option. The route follows a 13 mile segment of the Nipmuck Trail and relies on blue blazes for navigation.

Enjoy autumn trails at the Keene Family YMCA Fall Foliage Trail Races on October 4, 2026, with 5K and 10K options around scenic Keene, NH. Run for community impact while enjoying chip timed courses and seasonal views.

A point-to-point UTMB Index trail ultra on October 10-11, 2026, across central Massachusetts and nearby states, offering 100-mile, 50-mile and 50K options with significant elevation gain and wave-start seeding.

Trail races at Mohawk Mountain Ski Area in Cornwall CT offer 5K, 10K, half marathon and marathon courses across ski trails and Mohawk State Forest, with notable elevation gain, cupless aid policy, finisher medals and overall awards.

Join the 20th Wayland / HFC Striders Cross Country Festival on October 11, 2026, featuring youth 3K races and open 5K events that support Wayland High School cross country and track. Presented by Middlesex Savings Bank with awards and commu..

A trail run at Sakonnet Vineyard in Little Compton on October 17, 2026, covers about 3 miles of uneven trails and finishes among the vines. After the run there is dinner, wine, music and a souvenir wine glass for race participants.

Tackle the Trail on October 17, 2026 is a point to point trail race along the Air Line Trail State Park between Willimantic and Putnam. Distances include marathon, relay marathon, half marathon and 10K with four staffed relay stations.

A multi distance trail event on October 17 and 18, 2026 in Brookline NH along the Granite Town Rail Trail, featuring a 30 hour ultramarathon and a 30 mile night race. All profits support local trail conservation.

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

A looped trail race at Wompatuck State Park near Hingham, MA offering a 10 Miler and a 50K with mixed single track, wider trails and some paved sections. Aid stations, cupless policy, participant donations, and proceeds support charity part..

The Grills Trail Run will take place in Westerly on Saturday 24 October 2026. You can run between 10 and 10 miles.

The Pumpkin Pacer 5k will take place in Wrentham on Saturday 24 October 2026. You can run 5 kilometers.

A mountain race in Keene, NH featuring four repeated climbs and descents on mostly ski trails and some single-track, totaling 4.9 miles and 1650 feet of elevation. Proceeds support the Keene Community Kitchen and prizes are awarded.

Rugged 5k trail run, ruck, or walk in Berkley MA on October 25, 2026 with in person and virtual options. Dogs may join on leash with a waiver and proceeds support The Baystate Beagle Club and Give2Those.org.

TARC Stone Cat Trail Festival in Willowdale State Forest (Ipswich, MA) offers looped trail distances from 10K to 100K, a Cider Donut Mile and a free youth fun run, with proceeds supporting local land stewardship.

Enjoy scenic trails around Watchaug Pond at the Li'l Rhody Runaround on November 15, 2026, with 8 mile and 4 mile course options. Part of the WTAC Fall Trail Race Series, it welcomes runners of all levels.

Join the Soul n Body Thanksgiving Trail Run in Wolcott CT for a spirited 3.5 mile loop around Mill Pond Way, complete with finisher medals, swag and post race yoga. Proceeds benefit endometriosis research and furry friends are welcome.