Trail Running calendar near Fitzwilliam 2026-2027

Annual multi-event weekend at Ascutney Outdoors in West Windsor, Vermont, featuring mountain bike and ultra running options including 50 mile and 50K distances, relays and kids' fun races. Net proceeds support Vermont Adaptive Ski and Sport..

Experience a 100% trail run on the newly restored Moosup Valley State Park Trail. Choose between a 10K or 5K race, with a free Kids Fun Run also offered. Your participation supports local community initiatives through the Rotary Club.

Timed endurance running event in Cohoes, NY on October 3, 2026 offering one hour, three hour and six hour options plus team relays; proceeds support Flutters of Hope, a nonprofit for people affected by eating disorders.

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..

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.

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.

The Pumpkin Pacer 5k is a trail run, walk, or hike through scenic Wrentham conservation land and White Barn Farm. This cup-less, off-road race supports local agriculture and land preservation. It's the final event of the Farm to Trail 5K Se..

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.

The TARC Stone Cat Trail Festival offers a classic November trail run through Willowdale State Forest. Choose from a 10K up to a 100K on a rolling, marked loop course. This community-focused event supports local trail conservation and welco..

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.

Krampuslauf at Dartmouth Skiway brings a Central European Krampus run to New England with 5K, 10K, and a 9 hour 10K lap option. Finishers receive medals and lap runners earn pins and a 50K medal.