Trail Running calendar near Shelburne 2026-2027

A 5K trail race at Loon Mountain on September 20, 2026, as part of the 51st NH Highland Games, with 800 ft of elevation gain across dirt trails, service roads and ski trails. Registration includes a race shirt and festival admission.

Pair up for a three hour endurance relay on a two mile loop of trails and fields. Alternate laps with your partner to accumulate the maximum distance possible in this team based challenge.

A one lap up and down mountain race in Waterville Valley, New Hampshire on September 20, 2026, part of the USATF-New England Mountain Racing Circuit. The course uses grassy ski slopes and gravel service roads and includes three aid stations..

A one day mountain trail challenge visiting five peaks around Westmore, Vermont, covering roughly 26 miles and about 6,142 feet of ascent. Staffed water and aid stations appear along the route and morning shuttles run from NorthWoods campus..

Trail races on maintained local trails in Arundel, ME offering 5k, 10k and half marathon options, plus a kid's bike race, participant medals and shirts, live music and food.

A 7.1 mile mountain trail race at Jay Peak, Vermont with about 3,044 ft of vertical and a technical summit ridge. The field is capped at 500 runners and the course is clearly flagged with a strict summit cutoff.

A looped trail event at Wolfe's Neck Farm in Freeport featuring roughly 5 mile loops on dirt trails with 50, 30 and 10 mile solo options plus relays, a single aid station at the start finish, and specific pacer and guide rules.

Bike, run, or walk on the Lamoille Valley Rail Trail in Morrisville, Vermont. Proceeds support services for healthy aging in Central Vermont including groceries, emergency fuel, prescription assistance, and exercise classes.

A half marathon across Pleasant Mountain's ridge on September 27, 2026 in Bridgton, ME. The course uses technical single track trails and includes tiered entry fees, a tech shirt, meal ticket and a finisher medal.

A last person standing trail ultra on a 3.5 mile forest loop in Center Conway, NH, open to all ages and abilities. The event includes a minimal midway aid station, camping option Friday, food on Saturday, awards and participant swag.

A 25 kilometer trail race through the Edwin L. Smith Preserve in Kennebunkport, Maine on October 3, 2026. Proceeds support the Kennebunkport Conservation Trust and registration is limited to 100 entrants.

A one-mile community event in Gilford, New Hampshire on October 4, 2026, with categories for adults, youth, and children and a complimentary shirt for those who register before September 16.

Devil's Den Ultra in Bradford Vermont runs on a 10K loop on Wrights Mountain with 30 hour, 12 hour and 10K options. Finishers receive themed tarot cards and additional awards for distance milestones.

The 26th North American Wife Carrying Championship returns to Sunday River in Newry, Maine on October 10, 2026. Teams of one man and one woman race a 278 yards obstacle course with log hurdles, a sand trap, and the Widow Maker water hazard.

A human-powered 100K event near Norway, Maine combining roughly 25 km of trail running with 75 km of cycling between preserves. Proceeds support TruStrength Tomorrow and a portion goes to Western Foothill Land Trust.

A coastal 5K at Hermit Island Campground supporting Marine Mammals of Maine, with timed and untimed in-person runs, a weeklong virtual 5K, a kids 1-mile fun run, raffle, and prizes for top human and canine finishers.

A mountain running event in North Conway, NH on October 17, 2026, featuring two race options on Cranmore Mountain and $7500 in cash prizes. The course uses ski slopes, singletrack, and service roads and includes one aid station.

Little Duck 50k in Windham, ME on October 18, 2026 features 50k and 10k trail races at East Windham Conservation Area, run on a multi loop course with significant elevation and staffed aid stations.

A fourth annual community run at Emmons Preserve in Kennebunkport offering timed 5K and 10K races plus a kids 1/2 mile fun run, music, family activities, a wood burned finisher medal and a raffle with local prizes.

A community 2.5-mile trail run at Thorne Head Preserve supporting local trails and education, featuring river views, a short technical section, no official timing, and a fall finisher's breakfast with a commemorative mug.