Trail Running calendar near Pittsfield 2025-2026

The Bloodroot Ultra will take place in Pittsfield from Wednesday 7 May 2025 to Saturday 10 May 2025. You can run between 10 and 200 miles.

The Ralph Waldo Emerson Trail Race is a unique running event held in Concord, NH, designed to benefit the Ralph Waldo Emerson School for Preschoolers. Participants can choose between two race distances: a short course of approximately 3.9 miles and a long course of about 7.0 miles. The race takes pl..

The Catamount Weekly Trail Running Race is a vibrant series designed for trail running enthusiasts. Hosted by Catamount Outdoor, this event offers participants the opportunity to engage in weekly races, fostering a sense of community and competition. The series is supported by various sponsors, incl..

Infinitus is a rugged trail running event organized by The Endurance Society, featuring a wide range of race distances from 9 miles to an ultra marathon of 551 miles (the 888k). The event takes place at Silver Towers Camp in Ripton, Vermont, within the Green Mountain National Forest. Participants ca..

The Canterbury Shaker Village XC 5k will take place in Canterbury on Saturday 17 May 2025. You can run between 5 and 5 kilometers.

The Black Fly Trail Run is an annual outdoor event held in Westmore, Vermont, featuring multiple race distances including a half marathon, 10-miler, and 5K. Participants can enjoy challenging courses with varied terrain, private trails, and scenic views of farms and mountains. The event promotes an..

The Free Spirit 50k is a scenic ultramarathon held in Leyden, Massachusetts, featuring a challenging dirt road course with 4,200 feet of elevation change. Runners experience beautiful New England landscapes, including forests, fields, and a historic 1870s covered bridge. The event starts and finishe..

The Fitzwilliam to Troy Depot Day Cheshire Rail Trail Fun Run is a 5-mile running event taking place along the scenic Cheshire Rail Trail, starting from the original Fitzwilliam Railroad Depot to the newly restored Troy Depot. This event celebrates the historical significance of the rail trail, whic..

The Sunapee Scramble is a challenging mountain running event held in Sunapee, New Hampshire, serving as the 2025 USATF National Classic Mountain Championship and the sole selection race for the 2025 US Classic Up/Down Mountain Running Team. The race covers approximately 9.3 to 9.4 miles with about 3..

The Cirque Series - Cannon Mountain is an exciting running event taking place in Franconia, New Hampshire. This inaugural race features a challenging 6.7-mile course with an impressive elevation gain of 3,386 feet, starting at the Peabody Base Area and culminating at the summit of Cannon Mountain. P..

The Death by Staircase Trail Running Festival is a unique running event set to take place in Moreau, NY, featuring a challenging 3.8-mile loop that includes the notorious "staircase of death," which ascends over 800 feet in less than a mile. Participants can choose to run solo or join a relay team,..

The Drummer Hill Trail Races is a challenging trail running event held in Keene, New Hampshire, featuring multiple race distances including 50K, 37.5K, 25K, and 12.5K. Runners can choose the number of laps they wish to complete, with options for a single loop or multiple laps for longer distances. T..

The Race to the Top of Bradford is a challenging trail event held in Bradford, Vermont, featuring a 5K race and a 1.5-mile fun run. The 5K course involves an 850-foot ascent to the summit of Wright's Mountain, offering participants scenic views from the highest point in Bradford. The shorter fun run..

The Catamount Ultra is a trail running event held at the scenic Trapp Family Lodge near Stowe, Vermont. It offers two race distances: a 25k and a 50k, with the 50k consisting of two loops of the 25k course. The route features wide, hard-packed dirt trails winding through highland pastures and hardwo..

The Onion River Outdoors Birdland 5K is an exciting running event set in the scenic Vermont forest, featuring rolling hills and vibrant vegetation. Participants will start near the Montpelier Rec Pool and navigate a challenging course that includes 95% single track with technical roots and rocks, of..

The Cirque Series - Killington is an exciting running event set to take place in Killington, Vermont, featuring a challenging 7.2-mile course with an elevation gain of 3,133 feet. Participants can choose from three divisions: Sport (beginner/intermediate), Expert, and Pro, catering to various skill..

The Springfield Stars & Stripes 7.4K is a festive running and walking event held on Independence Day in Springfield, Vermont. Participants can choose between a 7.4K run or a 4K walk along the scenic Black River, starting and finishing at the Toonerville Trail trailhead. This inaugural event benefits..

The Ordination Rock Run is an annual 5K fun run held in Tamworth, New Hampshire, as part of the town's Independence Day celebrations. Taking place on July 4th, the event highlights Tamworth’s rich history, including the historic Ordination Rock where Samuel Hidden was ordained in 1792. The course fe..

The F.I.T. Sun Mountain Challenge, taking place in Peru, Vermont, offers a thrilling experience for runners of all levels with events including a 5K, 10K, and a 25K ultra challenge. Set against the stunning backdrop of Bromley Mountain, participants can enjoy beautiful trails and breathtaking mounta..

The Goshen Gallop is an annual trail running event held in Goshen, Vermont, featuring 5K and 10K races through scenic gravel roads and cross-country trails in the Green Mountain National Forest. Celebrating its 47th year, the race offers challenging terrain, beautiful views, and a festive atmosphere..