Trail Running calendar near Ashburnham 2026-2027

Point to point UTMB Index ultratrail across central Massachusetts with 100 mile, 50 mile and 50 kilometer options, wave starts, and seeded pacing to coordinate aid station support.

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..

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.

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 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.

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.

TARC Winter Classic offers 8 32 and 40 mile trail races on the rugged Middlesex Fells Skyline Trail with roots, rocky climbs and occasional Boston skyline views. Affordable entry and proceeds support land conservation.