Trail Running calendar near Springfield 2026-2027

The TARC Fall Classic will take place in Carlisle on Saturday 5 September 2026. You can run between 10 and 50 miles.

The Veterans Count Nashua 5k Fun Run & Walk will take place in Nashua on Saturday 5 September 2026. You can run 5 kilometers.

A trail event centered on the 70 mile Shawangunk Ridge near Rosendale NY offering 70 mile, 30 mile, and half marathon divisions. Routes move over cliffs, pine barrens, wetlands and rugged singletrack; the event is unsupported.

Trail race at Macedonia Brook State Park near Kent, Connecticut offering 12K, 25K and 50K on singletrack with technical climbs, descents and a viewpoint on Cobble Mountain. The 25K is part of the Blue Blazed Trail Running Series.

Join the Charlie Stavros Memorial Beach Run on September 15, 2026 in Westerly, Rhode Island, a free 3 mile beach run honoring a beloved local runner. Enjoy a scenic low tide out and back along Westerly Town Beach with friends and family.

The Where the Pavement Ends trail race offers a technical 4.25-mile single loop or an 8-mile double loop through the Hemlock Hills. It's part of the multi-race Trail Mix Series. Both races start and finish at the Lake Windwing ballfields in..

This 5K trail run takes participants through the scenic trails and grasslands of Goddard Park in Warwick. The flat course is open to all ages and abilities. Registration includes a T-shirt and ample parking is available.

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.

IronHike Endurance Series runs October 1 to October 4, 2026 at Mohawk Mountain Ski Area in Cornwall CT. The series offers multiple ultra trail events from about 61 miles to 152 miles with large elevation gains and run, hike or walk options.

This 24-hour trail challenge in Cornwall, CT, covers over 28 miles and 13,685 feet of elevation gain. Participants can run, hike, or walk the double marathon distance or tackle it as a relay.

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.

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..

Run an 8K or 5K through the autumn scenery of Pindar Vineyards on a flat trail course. Your entry includes chip timing, a tech shirt, and a post race party with wine, music, and food. The event supports the NY Cancer Foundation.

A 26.4 mile trail marathon in Ashford, CT with a two runner relay option, varied trail terrain and defined course cutoffs including an 8 hour finish limit.

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.

Trail races at Mohawk Mountain use ski-area trails and nearby forest with 5K, 10K, half and full marathon options, steep climbs and wooded viewpoints, finisher medals, awards, and post-race refreshments.

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.