Trail Running calendar near Plymouth 2026-2027

Ultratrax Cranmore in North Conway, NH is a single day endurance walk on June 27, 2026 offering 7, 14, 21 and 28 mile loops with a 10 hour cutoff. The course follows forest singletrack and old ski trails with aid stations and timed results.

A charity team challenge on June 27, 2026 in Bristol, NH that recreates Special Forces mission tasks. Teams of 6–12 choose Operator or Recruit levels, with awards for top teams, MVPs, fundraising leaders, and participant milestones.

A community trail festival in East Bayside, Portland on June 28, 2026 featuring a 10K run, 15 or 30 mile bike rides, and a 2 Miler. Registration proceeds support Portland Trails and the Bicycle Coalition of Maine.

A 5K obstacle mud run in Minot, Maine on June 28, 2026 for women and girls aged 7 and older. The course includes 18 plus obstacles and emphasizes a non competitive, teamwork oriented experience.

A fifteenth annual trail run in Webb Forest, Sunapee NH on June 28, 2026, covering about 4.5 miles to benefit the Sunapee Middle High School Track and Field program. The course features scenic single-track trails and a raffle of sponsor pri..

A well marked 5k trail run and walk in Rochester, Vermont, organized by Pierce Hall Community Center and Ridgeline Outdoor Collective, following single-track trails and local connectors around River Brook Park.

A family oriented 5k fun run in Tamworth, New Hampshire centered on historic Ordination Rock during July 4 celebrations. Organized by the Tamworth Outing Club, registration includes a bandana, ice cream, and a bib raffle entry.

A July Fourth run in Springfield VT along the Black River offering 7.4K and 4K distances plus virtual options, benefiting Springfield High School Cross Country. Family rates, on-site packet pick-up, and post-run refreshments are provided.

A weekend trail running event in Brownsville Vermont offering a 5 mile Yellow Loop plus timed 6 hour and 24 hour ultra options on technical singletrack and ski run terrain. Camping at Ragnar Village and on-site amenities are available.

A backyard ultra on Portlands Back Cove Trail where runners complete about 4.17 mile loops each hour until one runner remains. The mostly flat gravel course runs along a tidal estuary and includes staffed and unstaffed aid stations.

A seasonal trail race at Blueberry Hill Outdoor Center on July 11 2026 offering 5 km and 10 km plus backcountry courses through forest and a Hogback Mountain viewpoint, with proceeds supporting local trail maintenance.

A looped trail 50K at Spaulding Academy in Northfield, NH featuring five 10K technical loops, about 32 miles and 4,000 feet of gain. Ten hour race limit, cupless format, and support for Spaulding Academy & Family Services.

The 46th annual Bear Swamp Run is held July 11, 2026 in Middlesex, Vermont, featuring a 5.7 miles course from Rumney Memorial School. Age-group and gender divisions are included, with awards for overall and age-category top finishers.

A roughly six-mile uphill trail race to Loon Mountain’s North Peak with about 3,066 ft of climb, very steep sections including the one-kilometer Upper Walking Boss, two fluid stations, and over $20,000 in prize money.

A two lap, 9 mile trail race on Bradbury Mountain State Park featuring hilly technical single track and a three hour cutoff. The field is limited to 160 runners and the event is part of the Bradbury Mountain Trail Race Series.

A July ultramarathon in Vermont offering 100 mile and 100 kilometer options, featuring 17,000 feet of climbing over country roads and forested trails. Proceeds benefit Vermont Adaptive Ski & Sport and a concurrent horse race accompanies the..

A trail running event with 26K, 50K and a two person relay across road and rugged trails through Huntington, Starksboro, Hinesburg and Richmond, featuring significant climbing and proceeds supporting local youth ski lessons.

Trail races in Hartford, Vermont, through the Hartford Town Forest and Conservation Area. Courses mix logging roads, packed trails, and single track, with a 5K mostly downhill and a 10K that earns Western NH series points.

Tough Mountain Challenge is a 5K obstacle-course event at Sunday River Resort on July 25, 2026, with multiple waves over the day. The course runs on ski trails and wooded terrain and includes custom-built obstacles and muddy sections.

A memorial endurance event in Corinth, Vermont featuring Last Man Standing running, Last Rucker Standing with weighted packs, and an Honor Lap. Repeated 1 mile loops with significant climbing determine the last competitor standing.