Trail Running calendar near Chelsea 2026-2027

A scenic *10 km* loop at the Power Dam Recreation Area in Perkinsville, VT, with grassy trails, dirt roads and a calf-deep river crossing secured by a rope and lifeguard. The event benefits Springfield High School Cross Country and finishes..

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.

Trek through the forest and scrambles of Cannon Mountain in the White Mountains. Choose from four distances up to 28 miles, all on a 7-mile loop with 10 hours to finish. Participants receive a t-shirt and patch, with an optional weighted ch..

About the Event The Kismet Cliff Run is a trail running event held in September in New Hampshire's White Mountains. The event features two race distances. Beast of the East Half-Marathon: This is a half-marathon distance course. It incorpo..

Event Overview The Kilkenny Ridge Race is a trail running event held at the South Pond Recreational Area in Stark, New Hampshire. It offers three distances: 50 miles, 25 miles, and 25 km. Course and Logistics The courses follow the Kilkenny..

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 Route The Westmore Mountain Challenge is a one-day event covering five mountains and approximately 26 miles. The route includes Moose, Hor, Pisgah, Haystack, and Bald mountains. The course uses public trails and roads, with a cumulative..

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..

Hit the Trail 2026 offers a timed 5K run/walk or bicycle rides on Vermont's scenic Lamoille Valley Rail Trail. The event raises funds for healthy aging services in Central Vermont. Join the community in Morrisville on September 27 for a day..

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.

The Mile for Mentoring will take place in Gilford on Sunday 4 October 2026.

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.

The Cranmore Mountain Race is a classic two lap mountain run in New Hampshire. Runners tackle ski slopes and trails for a share of $7500 in prizes. This historic event is part of the USATF New England Mountain Circuit.

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.

The UltraTrax Burke Mountain will take place in Burke on Sunday 25 October 2026. You can run between 7 and 28 miles.

Tackle a unique mountain course that goes up and down four times over 4.9 miles. The event offers prize money, age group awards, and benefits the Keene Community Kitchen. Early registration includes a t-shirt.