Trail Running calendar near New Gloucester 2026-2027

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 25K trail race through the Edwin L. Smith Preserve in Kennebunkport, Maine on October 3, 2026, with proceeds supporting the Kennebunkport Conservation Trust and limited registration.

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.

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.

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 5K on October 24, 2026 at Stratham Hill Park that runs along Great Bay and benefits Great Bay Stewards; the mostly downhill course includes a race shirt for timely registrants and a bib with a beer or cider coupon.

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.

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.

A night mountain race at Cranmore Resort on November 7, 2026 offering 5k and 10k courses across ski trails and access roads. Headlamps are required and the event includes bib swag, pizza, apres, and awards.

A Thanksgiving morning community running event in Jackson, NH, featuring a trail 5k and a kids 1k for ages 10 and under, staged at Eagle Mountain House and benefiting local youth programs.

A chip timed 5K trail race and kids fun run at Odiorne Point State Park supporting the Marine Mammal Rescue program. The course covers forest, rocky shore, sandy beach and historic fortifications and includes a post race beach cleanup.