Trail Running calendar near Windham 2025-2026

The Taunton Trail Half Marathon is an exciting running event featuring an ultra-flat and fast course, ideal for both beginners and experienced trail runners. Set against the backdrop of Taunton's picturesque waterways, participants can enjoy a thrilling experience while challenging themselves. The e..

The Sunapee Scramble is an exciting mountain running event scheduled for June 1, 2025, at Mount Sunapee in New Hampshire. Participants will tackle a challenging course that spans approximately 9.4 miles with an elevation gain of 3,250 feet, featuring two laps that include both service roads and tech..

The Drummer Hill Trail Races, taking place in Keene, NH, offers a variety of race distances including 50K, 37.5K, 25K, and 12.5K. Participants can choose how many laps of the 12.5K course they wish to complete, allowing for a flexible and personalized racing experience. The course features technical..

The Chocorua Mountain Race is a challenging 23K trail running event set in the scenic White Mountain National Forest in Tamworth, New Hampshire. Participants will experience a rugged course featuring approximately 4,800 feet of elevation gain, including a steep ascent to the summit of Mount Chocorua..

The Ordination Rock Run is an annual 5k fun run held in Tamworth, New Hampshire, as part of the town's Independence Day celebrations. This family-friendly event highlights the historical Ordination Rock, a site of significance since 1792. Participants enjoy a scenic course through Tamworth Village a..

The Back Cove Backyard Ultra is a unique running event held in Portland, Maine, featuring a challenging format where participants complete a 4.167-mile loop every hour until only one runner remains. The course is primarily flat and non-technical, offering scenic views along a tidal estuary. Runners ..

The Spaulding Woods 50K is a challenging trail race set in Northfield, NH, featuring a technical 5.6-mile loop course with rocks, roots, and footbridges. Runners have ten hours to complete six laps, totaling approximately 33 miles and 4,400 feet of elevation gain. The event supports Spaulding Academ..

The Ragged 75 Stage Race and 50K is a challenging running event taking place from August 1 to 3, 2025, in Danbury, NH. The stage race covers a total of 75 miles with significant elevation gain, traversing technical trails and scenic landscapes around Lake Sunapee. Participants can choose between the..

The 2025 ACT Trail Fest, organized by the Arundel Conservation Trust, invites participants to run or walk through scenic trails in Arundel, Maine. This annual event features a 5k, 10k, and half marathon, showcasing the beautiful ACT Multi-Purpose Trail and Eastern Trails. All participants will recei..

The Nipmuck Trail Marathon, taking place in Ashford, CT, is a challenging 26.4-mile race that showcases the rugged beauty of the Nipmuck Trail. Participants can choose between the full marathon or a relay option, where two runners split the course. The race features a mix of terrain, including rocks..

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 Midstate Massive Ultra Trail is an endurance running event taking place in New Ipswich, NH, featuring three challenging race options: 100 miles, 50 miles, and 30 miles. Set against the stunning backdrop of New England's autumn, participants will navigate the historic Midstate Trail, which crosse..

The Mt. Tom Trail Race, organized by Beast Coast Trail Running, offers participants a chance to explore the scenic beauty of Mt. Tom during peak foliage.The event features challenging courses, including a solo 25k, a 2-person relay, and a solo 10k, all set within the rugged terrain of Mt. Tom State ..

The Ghost Train Trail Races, taking place in October 2025, is New Hampshire's original 30-hour ultramarathon, featuring various race options including a 30-hour ultramarathon, a 30-hour relay, a haunted night 30-mile race, and 15-mile races. The event is held along the historic Granite Town Rail Tra..

The Womp Romp is an exciting trail running event taking place at Wompatuck State Park in Hingham, MA, featuring a 10-mile and a 50K race. This year marks the fifth edition of the event, which has consistently sold out, with a cap of 350 participants. The course includes a mix of single track, wide t..

The Hamsterwheel is an exciting ultrarunning event taking place in New Boston, NH, featuring races of 6, 12, 24, and 30 hours. Celebrating its 11th year, participants will run a scenic 4-mile loop along the New Boston Rail Trail, with opportunities for both individual and team entries. Runners can e..