Trail Running calendar near Plymouth 2025-2026

We have found 36 Trailruns within 80 miles of Plymouth. See below where and when you can find the races.

Baldface Scramble in Chatham NH offers challenging 29K and 14K mountain trail courses that cross the Baldfaces. Expect steep ledges, exposed ridge running, big elevation gain and spectacular summit views.

Tackle a scenic but rugged three day stage race around Lake Sunapee covering about 75 miles and 15,500 ft of climbing across technical single track, fire roads and gravel. Prefer one day? A 50k option follows the same corridor with roughly..

August 2026

Jigger Johnson Ultras in Waterville Valley offers rugged White Mountain trail runs of 100, 50 and 20 miles with alpine summits and serious climbing. Courses are mostly unmarked so bring navigation skills and mountain safety gear.

Firebird Trail Races in Windham Falmouth Maine feature 50K, marathon and 13M races on technical single track through Lowell Preserve. Tackle rocky, root strewn trails with friendly aid stations and earn a carved wood Firebird medal.

Run the Triple Dam 10K in Perkinsville VT on August 23, 2026 for a scenic road and trail loop with a fun calf deep river crossing. Open to runners and walkers, proceeds support Springfield High School cross country.

Run the Black Bear Trail Races in Waterville Valley New Hampshire on August 29 2026, with options from a 1 Mile fun run to a mountain 50K across scenic peaks. All finishers get a commemorative award and postrace snacks for every level.

September 2026

Take on the Kilkenny Ridge Race in the White Mountain National Forest, a remote, rugged traverse of peaks including Mount Cabot and Mount Waumbek. Choose 50 Miler, 25 Miler or 25K and come prepared with navigation and mandatory gear.

Enjoy scenic 1 Mile and 5K trail runs and hikes at the Annual Trail Challenge on Mount Agamenticus in York, Maine Saturday September 19. Proceeds support conservation and education and a community raffle makes the day festive.

Run the Westmore Mountain Challenge in East Charleston, Vermont, a rugged trail marathon that crosses five peaks over 26 miles and 6,100 ft of climbing. Shorter distances and limited entries create a scenic, low impact mountain experience.

Challenge yourself at the Vermont 50, a legendary mountain bike and ultra run at Ascutney Outdoors. Join racers, relays, vendors and kids fun races while supporting Vermont Adaptive on Sept 27, 2026.

October 2026

Run scenic, rooty trails in Groton Town Forest on October 4 with 9.5 mile and 3.4 mile options through rolling hills and rocks. Limited to 250 runners with refreshments and awards.

Run the Midstate Massive Ultra Trail on October 10 to 11, 2026 across central New England, a UTMB Index point to point ultramarathon along the Midstate Trail. Choose 100 mile, 50 mile or 50K courses that wind through mountains, fields and r..

Take on the Trapp Lodge Mountain Marathon in Stowe Vermont with half and full options on a rugged 13.1 mile loop that climbs Round Top. Expect sweeping mountain views, big elevation gain, and post race food and a shirt.