Trail Running calendar near Union 2025-2026

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..

Forbidden Forest 30 Hour Ultra Run takes place in Roosevelt Forest, Stratford, Connecticut, October 11-12, 2025. Runners choose a personal challenge on a 2.23-mile loop that weaves through roots, rocky terrain, and a standout hill dubbed "OMG." Competitors can tackle 26.2M, 50K, 50M, 100K, 100 Miles..

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, held at Mohawk Mountain Ski Area in Cornwall, CT, is a Steep Endurance trail event offering 5K, 10K, Half Marathon, and Marathon distances. The course climbs the mountain on Wildwood and Timber Trails, then traverses Pine, Laurel and Deer Run Trails, before a summit return via..

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..

Mt. Tom Trail Race takes place in Mt. Tom State Park in Massachusetts, with parking at Bray Lake.The event offers multiple distances: a 25k solo, a 25k two-person relay, a 10k, and a 5k fun run/hike, all on rugged single-track trails within the park. The 25k course features about 3,600 feet of eleva..

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...

United We Move Trailfest, held annually in Fall River, MA, takes place in the scenic Fall River Bioreserve. Participants can choose to walk, run, or ride on various courses: a 1.1-mile Tattapanum Trail or 5K walk; 5K or 10-mile runs on mixed terrain including paved, dirt, and grassy trails; and 10 o..

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 Weir River Farm Trail Race, held annually in Hingham, Massachusetts, offers runners three trail distances: 10 miles, 6 miles, and 3.4 miles. The race courses wind through the scenic trails of Weir River Farm, Whitney, and Thayer Woods, with the 10-mile route including additional loops in Wompatu..

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,..

The Grills Trail Run, hosted by the Westerly Track & Athletic Club, takes place at Grills Preserve in Westerly, Rhode Island. Scheduled for October 25, 2025, it features two race distances: a 10-mile and a 10K. Both courses start and finish at Grills Preserve, showcasing scenic trails with about 80%..

Cheshire Community YMCA 5K Harvest Trail Run in Cheshire, CT, is a race around Ives Farm. The all-ages event winds through fields and trails on the farm, starting and finishing at the remodeled barn. Proceeds support the YMCA’s Cheshire community programs and the Cheshire Land Trust’s revitalization..

Book It for Books 5k & 10k is a charity running event at Lake Accotink Park in Springfield, VA, benefiting Reading is Fundamental of Northern Virginia (RIF NOVA). The weekend features a 1-mile fun run, a 5k trail out-and-back on the lake’s south side, and a 10k course that runs out-and-back on the n..

Womp Romp Trail Race is held in Hingham, Massachusetts at Wompatuck State Park (South Field). It offers a 50K (three loops plus a mile) and a single-loop 10-mile option. The course blends single-track, wide trails, and some pavement, with about two miles of pavement per loop.It’s a cupless race, so..

Pumpkin Pacer 5k @ White Barn Farm is a 5K off-road trail run/walk held at White Barn Farm, 431 South Street, Wrentham, MA 02093. It’s the final race in the Farm To Trail 5K Series and is open to all ages and abilities. The course weaves through scenic conservation land and farm property, featuring..

Run for the Hills in Harvard, Massachusetts is a pair of off‑road trail races held at the Community Harvest Project Orchard (115 Prospect Hill Rd). The event features a challenging 5K trail run through orchard, woods, and fields, plus a 1‑mile kids’ fun run staying within orchard trails. The course..