Trail Running calendar near Pomfret 2025-2026

The Pisgah Mountain Trail Races, organized by the Red Clover Rovers, feature a 50K and a 23K trail race in Pisgah State Park, Chesterfield, New Hampshire. Scheduled for September 14, 2025, this event serves as a fundraiser for the New Hampshire Special Olympics, with all profits supporting their mis..

The Charlie Stavros Memorial Beach Run is a free, end-of-summer 3-mile running event held at Westerly Town Beach, Rhode Island. Organized by the Westerly Track Club and the Stavros family, the race features a scenic route that includes a 1.5-mile out-and-back course along the beach at low tide. This..

The Cockaponsett Trails to a Cure is a running event taking place in Chester, Connecticut, featuring two trail races: a 4-mile and a 9-mile course through the scenic Cockaponsett State Forest. The course includes challenging terrain with roots, rocks, and hills, and is designed to accommodate runner..

The Angevine Farm Trail Festival in Warren, Connecticut, offers a scenic and challenging trail running experience set amidst farmland, state forest trails, and seldom-used single track. The event features multiple races, including a half marathon, 8-hour endurance race on a farm loop, and a 5K canic..

The Run for Nature event in Lowell, MA, is a community-focused race supporting conservation and environmental education. Held at Shedd Park, it features a 1-mile Kids Fun Run, a 5K run/walk, and a 10K trail run. The course includes trails through Shedd Park and Rogers Fort Hill Park, along with a se..

The IronHike Endurance Series is a unique multi-day event taking place at Mohawk Mountain in Cornwall, CT, from October 2 to October 5, 2025. Participants can choose from various challenges, including individual and team formats, with distances ranging from 15 to over 152 miles, featuring significan..

The Run for the Pumpkins Trail Run is part of the WTAC Fall Race Series, taking place at Bradford Preserve in Westerly, Rhode Island. Scheduled for October 4, 2025, the event features a 10K, a 5K, and a children's 1K run for participants aged 10 and under. The courses showcase the natural beauty of..

The Nipmuck Trail Marathon, organized by the Shenipsit Striders, is a challenging 26.4-mile trail race held in Ashford, Connecticut. The course follows a rugged segment of the Nipmuck Trail, featuring rocks, roots, mud, and wood bridges, offering a demanding experience for trail runners. Participant..

The Run the Vineyards - Pindar Fall 8K is a scenic running event set in the picturesque Pindar Vineyards in Peconic, NY. Participants can choose between an 8K and a 5K race, both featuring flat courses primarily on hard-packed dirt trails and grass, making them walker-friendly. The event includes ch..

The Groton Town Forest Trail Races, organized by the Squannacook River Runners and Groton Trails Committee, feature two scenic courses of 9.5 miles and 3.4 miles through the picturesque Groton Town Forest. The trails are well-marked and consist of narrow dirt roads and winding paths, presenting a mi..

The Houghton's Pond Trail Races feature two distances: a 7-mile race and a 3.7-mile race, set in the scenic DCR Blue Hills Reservation in Milton, MA. Participants will navigate rolling dirt roads and forest paths, with elevation changes of approximately 700 feet for the 7-mile course and 300 feet fo..

The Forbidden Forest 30 Hour Ultra Run is an exciting endurance event set in Stratford, CT, where participants can run, power-hike, or walk for up to 30 hours. This ultra run offers various distance options, including 26.2M, 50K, 50M, 100K, and 100 miles, allowing runners to challenge themselves at..

The Midstate Massive Ultra Trail is an endurance race held in New Ipswich, New Hampshire, featuring 100-mile, 50-mile, and 30-mile point-to-point courses that traverse the scenic mountains, fields, roads, and rivers of central Massachusetts, with border crossings into New Hampshire, Rhode Island, an..

The Mohawk Mountain Race, organized by Steep Endurance, takes place at Mohawk Mountain Ski Area in Cornwall, CT. This challenging trail event features multiple race options, including a 5K, 10K, Half Marathon, and Marathon, with courses that incorporate the ski mountain's steep ascents and descents,..

The Ghost Train Trail Races, taking place in New Hampshire, is a unique running event that features a 30-hour ultramarathon, relay races, and shorter distances of 15 miles and 30 miles. Established in 2009, the event serves as a fundraiser for the Brookline and Milford Conservation Commissions, with..

The Mt. Tom Trail Race is an exciting running event set against the stunning backdrop of Mt. Tom, featuring challenging terrain and breathtaking views, particularly during peak foliage.Participants can choose from a solo 25k, a 2-person 25k relay, or a solo 10k. The race supports the Kestrel Land Tr..

Tackle the Trail is a well-supported running event held in Pomfret, Connecticut, featuring multiple race distances including a marathon, half-marathon, 10K, and relay team race. The course winds through the scenic Airline Trail communities, starting in Willimantic, CT, and finishing in Putnam, CT. T..

The Bimblers Bluff 50K is an off-road foot race held in southern Connecticut, starting at Guilford Lakes School. The course features rolling forest roads and rocky single tracks, providing a challenging experience for runners. Unlike many similar events, participants do not complete the same loop mu..

The Weir River Farm Trail Race, scheduled for October 19, 2025, in Hingham, MA, features three race distances: 10 miles, 6.0 miles, and 3.4 miles. This annual event showcases the scenic trails of Weir River Farm and the surrounding Whitney and Thayer Woods. Participants can enjoy post-race cider don..

The Book It for Books 10K and 5K is a charity running event held at Lake Accotink in Springfield, VA. Participants can choose to run or walk, with the event supporting literacy programs and providing books to children in need. The race features a trail course around the lake, with the 5K on the sout..