Trail Running calendar near Chester 2025-2026

The Race to the Top of Bradford is an exciting running event taking place in Bradford, Vermont, featuring a challenging 5K race that ascends 850 feet to the summit of Wright's Mountain. Participants will enjoy scenic trails and breathtaking views before looping back to the start. Additionally, a 1.5..

The Edge Hill Trail Race will take place in Ashfield on Saturday 21 June 2025. You can run between 8 and 50 kilometers.

The Flat Rock Trail Race is a new trail running event taking place in Dunstable, Massachusetts, with proceeds benefiting the Humane Society for Greater Nashua's building expansion. Participants will navigate a scenic 5-mile loop featuring nearly 600 feet of elevation gain, including diverse terrains..

The Free to Run Trail Races, organized by the Berkshire Ultra Running Community for Service (BURCS), will take place on June 21, 2025, in Pittsfield State Forest, Massachusetts. This event features three race distances: 15K, 25K, and 50K, designed to challenge participants with scenic trails and sig..

The Onion River Outdoors Birdland 5K will take place in Montpelier on Saturday 21 June 2025. You can run between 5 and 5 kilometers.

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 Ordination Rock Run is a family-friendly 5k fun run held annually on July 4th in Tamworth, New Hampshire, as part of the town's Independence Day celebrations. This event celebrates the historical significance of Ordination Rock, where Samuel Hidden was ordained in 1792. Participants enjoy a scen..

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 Notchview Ultra is an exciting multi-day running event scheduled for July 11-14, 2025, in Windsor, MA. Participants can choose from various race formats, including 100.7 miles, 72 hours, 48 hours, 24 hours, 12 hours, and 6 hours, all set on a scenic 1.9-mile loop trail. The event features well-s..

The Goshen Gallop is an annual running event held at the Blueberry Hill Outdoor Center in Goshen, Vermont. Celebrating its 47th year, the event features both 10K and 5K trail races that traverse scenic gravel roads and cross-country ski trails within the Moosalamoo National Recreation Area. Particip..

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 34 miles and 4,400 feet of elevation gain. The event supports Spaulding Academ..

The Loon Mountain Race is a challenging mountain trail race that spans 6.03 miles, culminating at the summit of Loon Mountain in Lincoln, New Hampshire. Known for its steep inclines, the course features a significant elevation gain of over 3,000 feet, with sections reaching a daunting 40% grade. Thi..

The Vermont 100 Endurance Race is a premier ultramarathon event held annually in July, attracting endurance athletes from around the globe. This challenging race features a 100-mile course that includes 17,000 feet of elevation gain, winding through scenic country roads and forested trails in the so..

The Moosalamoo Ultra is a renowned trail running event held in Goshen, Vermont, starting and ending at the scenic Blueberry Hill Inn. This race features two challenging distances: a 14-mile and a 36-mile course, both showcasing the stunning landscapes of the Moosalamoo National Recreation Area. Part..

The Barre Heritage Trail 5K is an annual running event organized by Central Vermont Runners, taking place during the Barre Heritage Festival. This race offers participants a scenic route through the beautiful trails of Barre, promoting health and community engagement. The event is designed for runne..

The Ragged 75 Stage Race and 50K is an exciting running event taking place from August 1 to 3, 2025, in Danbury, NH. The stage race covers a challenging 75 miles with approximately 15,500 feet of elevation gain, featuring technical trails, steep climbs, and diverse terrain. Participants will complet..

The Sweltering Summer Ultra is an annual 8-hour running event held at Clapp Park in Pittsfield, Massachusetts. Participants can run or walk as many laps as they choose on a certified dirt and cinder track, with a total of 74 laps required for marathon completion. The event features a unique aid stat..

The Slate Valley Scramble will take place in Poultney on Saturday 9 August 2025. You can run between 8 and 13 miles.

Lover's Lane is a unique running event taking place in Chester, VT, featuring both 6-hour and 12-hour races on a scenic 1.8-mile loop with moderate elevation. This fun, community-oriented event encourages participants to bring food to share, fostering a collaborative atmosphere. Basic refreshments,..

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