Trail Running calendar near Killington 2026-2027

An annual fundraiser at Stowe Mountain Resort, Race to the Top of Vermont invites runners, bikers, and hikers to climb Mt. Mansfield along a 4.3 mile course with 2,564 feet of gain. The 2026 event marks the race's 20th anniversary.

A timed walking and trekking event on Cannon Mountain in Franconia, NH with 7, 14, 21, and 28 mile loop options across forest, rocky scrambles, and ridgelines. Optional weighted vests are allowed and finishers within 10 hours earn patches o..

A rugged 50K trail ultramarathon in the Adirondack Park with a lollipop route from and to Harrisburg Lake, two stocked aid stations, and required prior experience plus a review process for entrants.

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.

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.

Timed endurance running event in Cohoes, NY on October 3, 2026 offering one hour, three hour and six hour options plus team relays; proceeds support Flutters of Hope, a nonprofit for people affected by eating disorders.

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.

Point to point UTMB Index ultratrail across central Massachusetts with 100 mile, 50 mile and 50 kilometer options, wave starts, and seeded pacing to coordinate aid station support.

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.

This Halloween-themed 5K trail run takes place on the Laura’s Tears trail at Arrowhead Golf Course. Awards are given to the top finishers, and costumes are encouraged. Refreshments and facilities are available.

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.