Trail Running calendar near Pomfret 2026-2027

The Kismet Cliff Run will take place in Conway on Sunday 13 September 2026. You can run between 5 and 13 miles.

A trail race in Hooksett on September 19, 2026, featuring a 5k on stone dust and wooded conservation trails and a half mile kids run for ages 12 and under. Proceeds support Hooksett Kiwanis community and youth programs.

A community trail race on September 20, 2026 offering a 19 mile course, 10K and youth 10K, a 5K, and a 2 mile fun run around Wright Park in Middlebury, Vermont.

The Westmore Mountain Challenge will take place in Westmore on Saturday 26 September 2026. You can run between 20 and 26 miles.

The Vermont 50 offers rugged 50 mile mountain bike and ultrarun courses around Mount Ascutney in West Windsor, Vermont. Held each September, it raises funds for Vermont Adaptive Ski and Sports and includes relays, a 50K and kids activities.

The Amy's Adventure Race for the Lake will take place in Warren County on Saturday 3 October 2026. You can run between 5 and 10 miles.

The Buck 50 - Kattskill Bay, NY will take place in Lake George on Saturday 3 October 2026. You can run 50 kilometers.

Enjoy autumn trails at the Keene Family YMCA Fall Foliage Trail Races on October 4, 2026, with 5K and 10K options around scenic Keene, NH. Run for community impact while enjoying chip timed courses and seasonal views.

A point-to-point UTMB Index trail ultra on October 10-11, 2026, across central Massachusetts and nearby states, offering 100-mile, 50-mile and 50K options with significant elevation gain and wave-start seeding.

Trail event on a 10K loop near Bradford Vermont offering 30 hour, 12 hour and 10K race formats, a 100-runner cap, pre registration the night before, and tarot-themed finish awards.

A trail marathon and half marathon at Trapp Family Lodge in Stowe, Vermont featuring single track, a climb to Round Top Mountain, multiple aid stations, and significant elevation change.

Mountain trail race at Cranmore Mountain Resort in North Conway, NH, offering a 10K over two loops and a 5K single loop with substantial elevation gain and one aid station.

Run the Ghostly Gallop Trail 5K in Milton VT on October 25. This Halloween themed, costume friendly trail race on Laura's Tears at Arrowhead Golf Course offers prizes, post race refreshments, and family friendly fun for ages 12 and up.

A timed walking challenge on Burke Mountain in East Burke, VT offering 7, 14, 21, or 28 mile loop options with optional weighted vests. Complete within 10 hours to earn finisher items and Level 3 or 4 Grey Wolf recognition.

A mountain race in Keene, NH featuring four repeated climbs and descents on mostly ski trails and some single-track, totaling 4.9 miles and 1650 feet of elevation. Proceeds support the Keene Community Kitchen and prizes are awarded.

A trail half marathon at Moreau Lake State Park in Gansevoort, NY, covering roughly 14 miles and 2700 feet of gain on technical singletrack with one aid station near Bonita Lake.

Krampuslauf at Dartmouth Skiway brings a Central European Krampus run to New England with 5K, 10K, and a 9 hour 10K lap option. Finishers receive medals and lap runners earn pins and a 50K medal.