Trail Running calendar near Waterford 2026-2027

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 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 trail ultramarathon on September 27, 2026 in Freeport ME using a roughly 5 mile loop repeated for 10, 6, or 2 laps. The route is all dirt trails with bridges, stairs, and roots and has a single aid area at the start and finish.

A 21k trail race on Pleasant Mountain in Bridgton, ME on September 27, 2026 featuring steep ridge climbs, technical single track, one aid station, mandatory mountain gear checks, and postrace food and beer for ages 21 and over.

A last person standing trail event in Center Conway, New Hampshire on October 3, 2026. Runners repeat a roughly 3.5 mile forest loop with minimal aid, camping options, food and event 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.

A 5K trail run and 1 mile fun run at Tibbetts Field in Madbury NH on October 4, 2026, with a two mile loop through Powder Major Forest and natural trail features including roots, mud, leaves and a hay-bale hurdle.

A trail event on Wright's Mountain in Bradford, VT, offering 30-hour, 12-hour and 10K options on a mixed-terrain 10K loop, limited to 100 runners and featuring themed tarot-card awards and milestone prizes.

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 multi-parcel 100K event in Norway Maine combining about 25k running and 75k cycling between preserves. The format is human powered with cupless aid stations and beneficiaries including local youth programs and land trust.

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.

A trail event in Windham, ME offering a 50k made of five 6.5 mile loops and a single loop 10k. The course follows Purple, Red, and Blue trails with aid stations and volunteer support.

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.

The Thorne Head Trail Run will take place in Bath on Saturday 31 October 2026. You can run 3 miles.

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 trail 5k in Jackson, New Hampshire, with a 1 km kids fun run for ages 10 and under. Proceeds benefit Jackson Grammar School and Girls on the Run.