Trail Running calendar near Plymouth 2026-2027

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.

Two trail race options in Chatham, NH that cross the Baldfaces and include exposed ledges and steep climbs. Runners must carry mandatory mountain gear and meet experience qualifications.

A set of 5K trail run and virtual options at Stowe Mountain Resort on July 25, 2026. Registration includes a food and beverage ticket and proceeds support the EpicPromise nonprofit.

A roughly 3.8 mile trail race at Kingman Farm in Madbury, NH on July 26, 2026, featuring rolling nordic style paths and switchback singletrack; proceeds support the Doug Flutie Jr. Foundation for Autism and day of registration is available.

Scribners Mill 5k is a trail race in Harrison, Maine that follows woods and river views through the Crooked River Forest. Part of the Loon Echo Race Series, proceeds support Loon Echo Land Trust.

A trail run in Bedford, New Hampshire on July 30, 2026 offering separate 5 km categories for adults, youth, and kids. Online registration is available and participants can add donations or purchase merchandise to support the Rotary Club of..

A three day 75 mile stage race around Lake Sunapee with about 15,500 feet of gain and a separate 50K of roughly 33 miles and 6,300 feet. Overnight camping, limited aid stations, and a $35,000 prize purse.

Trail races near Middlebury, Vermont offering a 14‑mile and a 36‑mile mountain single track route that climbs Mount Moosalamoo with views of Lake Dunmore.