Trail Running calendar near Lincoln 2026-2027

A multisport festival at Pawtuckaway State Park offering swim, bike and run options for people who identify as women. Choose an individual triathlon, two sport combo, single sport or a relay team in a non competitive setting.

A weekend of mountain bike and ultra running at Ascutney Outdoors near West Windsor offering 50 mile and 50 km races, relay options, and kids fun races. Proceeds benefit Vermont Adaptive and event information includes aid stations and campi..

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.

Trail races in Northfield, Vermont centered at the Norwich Shaw Outdoor Center, featuring a 7.5 mile summit race, an Anchor Challenge 6k, and free youth races. The event raises funds for the Northfield Town Forest and the Norwich cross coun..

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.

Trail running at Tibbetts Field in Madbury includes a 5K and a 1 mile fun run over natural terrain through Powder Major Forest, with proceeds supporting youth recreation scholarships.

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 rugged trail race at Pawtuckaway State Park featuring technical terrain, boulders, streams and a rocky climb. It offers a half marathon and a 5 mile option and lists $7500 in prize money for 2026.

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.

Trail marathon and half marathon at Trapp Family Lodge in Stowe, Vermont on October 17, 2026. The 13.1 mile loop combines double track and rugged single track with steep climbs up to Round Top Mountain.

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.

RutFest is a 36-hour community trail event at Catamount Outdoor Family Center in Williston, VT, with two repeatable loops of about 3 and 4 miles. Entry is donation based and participants are asked to volunteer and bring a snack.

A costumed 5K trail run on October 31 2026 at Wells Reserve at Laudholm. Timed course with water stations and awards, with proceeds supporting coastal conservation and restoration.