Trail Running calendar near Union 2025-2026

Event overview The IronHike Endurance Series takes place in Cornwall, Connecticut, at Mohawk Mountain Ski Area from October 2 to October 5, 2025. The series is organized by IronHike Endurance Productions LLC, a US military veteran-owned bus..

CT Donut Run is a 31.5-mile charity group run in Connecticut, presented as a long, donut-filled endurance experience rather than a traditional race. The route centers in West Hartford and visits several donut stops, including locations in N..

Chasing Ciara's Light 5K/12K Trail Race 2025, held at Great Hollow Lake in Monroe, CT, offers timed 5K and 12K trail races along a scenic course. Sanctioned by USATF and spectator-friendly, it features multiple spots for cheering. A Kids Fu..

The CFA Trail 5K & Children's Fun Run for Mental Health is a timed trail running event held at Deans Mill Farm in Stonington, Connecticut. Participants can choose between a 5K trail run or a fun run for children aged six and under. The race..

The North Kingstown Firefighters Association Blazing Trail 5K is a first-year fall trail run/walk held at Ryan Park in North Kingstown, Rhode Island. The 5K course follows a scenic park trail, welcoming runners and walkers of all ages and e..

Event details The Run for the Pumpkins Trail Run is scheduled for Saturday, October 4, 2025, at Bradford Preserve, 199 Bradford Road, Westerly, RI. It is the second race in the WTAC Fall Trail Race Series (4 races). A 10% per-event discount..

Iron Hike’s Fall Double Kuwohi Trail Marathon Plus Relay is a weekend endurance event set at Mohawk Mountain Ski Area in Cornwall, Connecticut. The race covers 28+ miles with 13,685 feet of elevation and is designed to be completed within a..

The Run the Vineyards - Pindar Fall 5K and 8K is a scenic autumn race held at Pindar Vineyards in Peconic, NY, featuring courses through 300 acres of vineyard property. Participants can choose between a 5K and an 8K race, both on mostly fla..

Keene Family YMCA Fall Foliage Trail Races in Keene, New Hampshire offer 5K and 10K trail runs starting and finishing at the Keene YMCA (200 Summit Road). The 5K provides a fast, beginner-friendly taste of trail running, while the 10K adds..

NipMuck Trail Marathon in Ashford CT offers 26.4 miles of rugged singletrack with rocks, roots, mud and wood bridges. Run solo or in a two person relay and help support Connecticut trail stewardship.

The Norfolk Land Trust Trail Race Series, including the Haystack Mountain Challenge, is held annually in Norfolk, Connecticut. The 12th edition features three trail race distances: a challenging 5K through Barbour Woods with scenic climbs a..

Groton Town Forest Trail Races, held at 163 West Main Street, Groton, MA, offer two trail distances: 9.5 miles and 3.4 miles. The courses are well-marked and feature a scenic loop through Groton Town Forest with no road crossings, combining..

Stairs4RTroops 2025 at Gillette Stadium in Foxboro, Massachusetts is a stair climb, walk, or run up the stadium stairs and around the lower concourses. Held on October 5, 2025, the event features multiple waves roughly every 15 to 30 minute..

The Houghton's Pond Trail Races take place in the scenic DCR Blue Hills Reservation in Milton, Massachusetts, just south of Boston. This event offers two trail race distances: 7 miles and 3.7 miles, both starting and finishing near the Houg..

Tackle the Midstate Massive Ultra Trail, a point to point autumn ultra across New England with 100 mile, 50 mile and 50k options. Routes wind through mountains, fields and rivers along the historic Midstate Trail for a true adventure.

Run 30 haunting hours beneath a canopy of autumn leaves in Stratford CT on a rugged 2.23 mile loop with roots, rocks and one memorable climb. Limited to 50 runners, chase miles and earn a stunning 100 mile buckle.

The Wayland / HFC Striders XC Festival, held in Wayland, Massachusetts, is a vibrant cross-country running event featuring three youth 3K races and two open 5K races for adults. The course winds through scenic fields and wooded trails, offe..

Goodwin Trail Challenge (October 12, 2025) The Goodwin Trail Challenge is a registered mountain bike event held on October 12, 2025. Registration is required through BikeReg and includes a donation to East Haddam Land Trust that provides a..

Mohawk Mountain Race : Cornwall, CT The Mohawk Mountain Race takes place at Mohawk Mountain Ski Area in Cornwall, CT (46 Great Hollow Road). The event offers four distance options: Marathon Half Marathon 10K 5K Registration closes on Octo..

ORR Alumni Trail Race is a 5k run/walk held in Marion, Massachusetts, on the Washburn Park cross-country course. The event invites supporters to back the Old Rochester Regional cross country and track and field teams, with all proceeds dire..