Trail Running calendar near Rochester 2026-2027

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.

Annual multi-event weekend at Ascutney Outdoors in West Windsor, Vermont, featuring mountain bike and ultra running options including 50 mile and 50K distances, relays and kids' fun races. Net proceeds support Vermont Adaptive Ski and Sport..

Run for conservation at the 10th annual Amy's Adventure Race. Choose from 4.5-mile or 10-mile trail courses through Amy's Park in the Adirondacks. Your entry supports the Lake George Land Conservancy and includes a post-race celebration.

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.

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.

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.