Trail Running calendar near Hadley 2025-2026

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 Newington, Berlin, Wallingford, and North Haven, finishing in..

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 24-hour window. Participants have the flexibility to run, h..

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 Houghton's Pond Visitor Center. The courses feature rolling terr..

NipMuck Trail Marathon, in Ashford, CT, features two options: the original NipMuck Trail Marathon (26.4 miles) and a two-person NipMuck Relay. The race uses a 13-mile middle segment of the Nipmuck Trail, running south to Route 44, back to the start, then north to Boston Hollow before finishing at Pe..

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 narrow dirt roads and single-track trails over roots, rocks..

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 and wetlands; a 10K that adds a tough loop summiting Haystack..

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 more challenging rolling singletrack and elevation. Runners..

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 minutes, including a special Firefighter Wave. The first 2,000 reg..

Midstate Massive Ultra Trail is a UTMB Index endurance race held October 11–12, 2025, spanning New Ipswich, NH, and central Massachusetts with border crossings into New Hampshire and Rhode Island. Runners choose from three point-to-point options—100 miles, 50 miles, and 50 kilometers—following the A..

Mohawk Mountain Race, at Mohawk Mountain Ski Area in Cornwall, CT, offers 5K, 10K, half marathon, and marathon distances. The course turns a ski mountain into a challenging trail race, with steep climbs and descents and views of fall foliage. The 5K loop climbs the left side via the Wildwood and Tim..

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, offering a challenging and enjoyable experience for runners of a..

The North Face Race to the Summit is a mountain-top running event held at Stratton Mountain in Stratton, Vermont. The course covers about 2.18 miles with a 2,003-foot vertical climb, delivering a steep uphill challenge amid alpine terrain. The race is timed with live results and leaderboards, with o..

The Tackle the Trail - Pomfret, CT will take place in Pomfret on Saturday 18 October 2025. You can run between 10 and 42 kilometers.

Ghost Train Rail Trail Races is New Hampshire’s original 30-hour ultramarathon, held on the Granite Town Rail Trail in Brookline and Milford. The event offers five races: a 30-hour ultramarathon, a 30-hour relay (teams from 2 to 7), a Haunted Night 30-mile race, a 15-mile race, and a 15-mile relay...

Tom Centinaro Memorial "Dam" Race is a 3.5-mile trail run/walk hosted by the Wolcott Lions Club in Wolcott, Connecticut. The race unfolds on the scenic, flat Mill Pond Trail at Woodtick Recreation, 201 Nichols Road. This community event benefits local charities and the Tom Centinaro Lions scholarshi..

Located on Mansfield's WWII Veterans Memorial Trail in Massachusetts, the WWII Veterans Memorial Trail Weighted Race is a 2.5-mile out-and-back loop on a rail trail with paved, gravel, and grass sections. In this 6-hour timed event, participants carry weight per lap, with their lap distance multipli..

The Mt. Tom Trail Race takes place on October 18, 2025, with the start/finish and parking at Bray Lake in Mt. Tom State Park. The event is a nonprofit fundraiser that supports the Kestrel Land Trust. Registration fees are non-refundable and non-transferable. Check-in is held one hour before each ra..

Malta 2K, 3K, 5K Trail Race in Malta, New York, is organized by Roundabout Runners Club. The event begins at Luther Forest Athletic Fields near 30 Rocket Way and runs through the well-maintained trails of 100 Acre Woods, featuring wide stone-dust paths and sections of soft ground that immerse runner..

The Veeder Tree Farm 5K is a running event held in Earlton, New York, at 1235 High Hill Rd. Scheduled for October 19, 2025, the race offers multiple categories including a 5K, 5K Trail Run, and combinations thereof, with options for students as well. The course features a mix of trail and traditiona..

Bimblers Bluff 50K is an off-road ultramarathon in southern Connecticut, starting at Guilford Lakes School in Guilford. The 50-kilometer course weaves through interconnected woodland preserves, using rolling forest roads and rocky single-track. The route is notable for not requiring repeated loops,..