Trail Running calendar near Pittsfield 2024-2025

The Toonerville Trail Turkey Trot 5K is a festive running event taking place in Springfield, VT, on November 28, 2024. The course is a mostly flat out-and-back route along the scenic Black River, starting and finishing at the Toonerville Trail trailhead. Proceeds from the event will support local fo..

The Jingle Bell 5k Fun Run/Walk is an annual event organized by Plymouth Elementary School to raise funds for Winter Program Student Scholarships. This year features a new route that combines scenic trails with neighborhood roadways, with a backup course available in case of heavy snow. Participants..

The Krampuslauf is a unique running event held at the Dartmouth Skiway in Lyme, NH, featuring 5K, 10K, and a challenging 9-hour race. Inspired by the mythical creature Krampus, known for punishing naughty children during Christmas, participants will navigate scenic mountain trails. The 5K and 10K co..

The Frigus Snowshoe Festival, hosted at Moreau Lake State Park in Gansevoort, NY, offers a variety of snowshoe races including a 60K ultramarathon, 30K, 15K, 4.7-mile, and a kids' 1-miler. The 2025 event features new courses that explore the park's perimeter and scenic overlooks. Participants can ex..

The White Lake Ultras is an annual running event held at White Lake State Park in Tamworth, NH, featuring 6, 12, and 24-hour races on a scenic 2-mile single track loop. Participants can enjoy the beautiful forested lakefront trails, which include a mix of terrain and approximately 50 feet of vertica..

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.

Infinitus is an extraordinary endurance event hosted by The Endurance Society, taking place from May 15 to May 25, 2025, in Ripton, Vermont. Participants can choose from a variety of challenging distances, ranging from 9 miles to an extreme 888k (551 miles). The event features rugged trail races wit..

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 Sunapee Scramble is an exciting mountain racing event taking place on June 1, 2025, in Sunapee, NH. Participants will tackle a challenging course that begins at the base of Mount Sunapee, ascending via a service road to the summit, followed by a rapid two-mile descent back to the Base Lodge. The..

The Catamount Ultra is a trail running event held at the scenic Trapp Family Lodge in Stowe, Vermont. Participants can choose between two distances: a 25k and a 50k race. The 25k course features well-maintained dirt trails that wind through beautiful highland pastures and hardwood forests, while the..

The F.I.T. Sun Mountain Challenge is an exciting running event taking place at Bromley Mountain in Peru, Vermont. Scheduled for July 5, 2025, the challenge features three race options: a 5K, 10K, and a 25K ultra, catering to participants of all skill levels.Runners will enjoy stunning mountain views..

The Goshen Gallop is an annual running event held at the Blueberry Hill Outdoor Center in Goshen, Vermont, featuring 10K and 5K trail races. Celebrating its 47th year, the event combines challenging trails with locally sourced food and a raffle, with all proceeds supporting trail maintenance. Partic..

The Whiteface Mountain Races, organized by Red Newt Racing, is a challenging running event held at Whiteface Mountain Ski Resort. Participants can choose from various race options, including a 10K and a 21K mountain race, both featuring significant vertical gain and loss, making it one of the toughe..

The Vermont 100 Endurance Race is a prestigious ultramarathon held in the scenic southern Green Mountains, featuring both a 100-mile and a 100-kilometer race. Established in 1989, it is one of the oldest 100-mile races in the United States and is part of the Grand Slam of Ultrarunning. The course pr..

The Ragged 75 Stage Race and 50K, held at Ragged Mountain Resort in Danbury, NH, is a challenging multi-day running event scheduled for August 1-3, 2025. The stage race covers 75 miles with approximately 15,500 feet of elevation gain, featuring technical trails, steep climbs, and diverse terrain. Pa..

The Jigger Johnson Ultras, presented by adidas TERREX, is a challenging trail running event set in the stunning White Mountains of New Hampshire, taking place from August 15-17, 2025. Participants can choose from three distances: a grueling 100-mile race featuring a 29,000-foot elevation gain, a 50-..

The Royal (multi) Mile Hill Run is a challenging race held in Lincoln, New Hampshire, as part of the NH Highland Games & Festival. Participants tackle a course featuring an elevation gain of 800 feet across various terrains, including dirt trails and ski roads. Each runner receives a race shirt, a c..

The Hills Are Alive Cross Country Race is a 5K event taking place at Arrowhead Golf Course in Milton, Vermont. Open to runners aged 12 and older, the race features a scenic course on the Laura’s Tears trail. Participants can pre-register online, with a fee of $15, and GMAA members receive a discount..

The Hamsterwheel is a unique running event held at the Hillsborough County Fairgrounds in New Boston, NH, celebrating its 10th year. Participants can choose from various race durations, including 6, 12, 24, and 30 hours, with options for individual runners or relay teams. The scenic 4-mile loop alon..