Trail Running calendar near Windham 2025-2026

Celebrate the season with the Jackson 5k Turkey Trot and kids 1k on scenic trails in Jackson, New Hampshire. This family friendly event brings the community together while raising funds for Jackson Grammar School and Girls on the Run.

Join the Tortoise and the Hare Trail Races in Salisbury on April 4, 2026 for trail 10K, 5K and a fun 1 Mile Color Run. Enjoy custom tech shirts, post race music and snacks while supporting Salisbury Parks and Recreation.

The Canterbury Shaker Village XC 5k will take place in Canterbury on Saturday 16 May 2026. You can run 5 kilometers.

Take on the classic Chocorua Mountain Race, a rugged 23 km trail run through White Mountain terrain with steep climbs and rocky technical summit trails. Expect big elevation gain, self supported aid rules, and sweeping summit views.

Take on the Cirque Series at Cannon Mountain on June 13, 2026: a rugged 6.9 mile mountain run with 3,080 feet of climb to a 4,031 foot summit in Franconia Notch. Expect steep, rocky terrain, epic views, and fierce competition across Sport,..

Explore scenic trails south of Sebago Lake at the inaugural Otter Pond Trail Races in Standish, Maine on June 13, 2026. Choose a timed endurance Dawn to Dusk challenge, a 10K or a kids run while supporting Bonny Eagle Athletics.

Race The Cog invites runners to tackle the Mount Washington summit via the historic Cog Railway tracks on June 20, 2026, with 2.75 or 5.5 mile options. Expect steep, rocky terrain and a summit Cog train return for the shorter course.

Take on the rugged Baldface Scramble in Chatham NH July 25, 2026, with a challenging 29K or shorter 14K loop over the iconic Baldfaces with big climbs and alpine views. Technical, cupless trail racing for experienced mountain runners.

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..

Tackle rugged, high climbing trail ultras in the White Mountain National Forest with 20, 50 and 100 mile options. Expect technical trails, huge elevation, cupless aid and camping options for an epic mountain challenge.

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.

Explore Waterville Valley trails at the Black Bear Trail Races on August 29. Choose from a family friendly 1 mile fun run up to a challenging 50K around nearby 4,000 foot peaks, with finishers awards, post race snacks and a finish festival.

Run the Megunticook Trail Festival in Camden Hills State Park on Sep 12, 2026, with 50K, 20K and 10K options across rocky summits, ocean views and classic Maine woodland trails. Entries are limited so register early.

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.