Trail Running calendar near Waterville Valley 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 multi-distance trail event at Cherry Hill Farm in Gorham, Maine on September 5, 2026, using repeated flat, non-technical loops with aid at the loop turn. Options include 50K, 25K, and 10K.

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..

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

The Kilkenny Ridge Race will take place in Groveton on Saturday 19 September 2026. You can run between 25 and 50 miles.

The Mt. A Trail Challenge will take place in York Harbor on Saturday 19 September 2026. You can run 5 kilometers.

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.

The Westmore Mountain Challenge will take place in East Charleston 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.

A looped trail ultra at Wolfe's Neck Farm in Freeport with in-person 50, 30 and 10 mile options plus virtual 5, 10, 30 and 50 mile events. The course is off pavement with a single aid station at the start and finish.

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.

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.

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.

Celebrate community and fitness at the Holistic Hustle 5K and 10K at Emmons Preserve in Kennebunkport. Family friendly fun with music, treats, face painting and a wood burned finisher medal while supporting School Around Us.

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.