Trail Running calendar near Chelsea 2026-2027

Trail races at Bear Brook State Park near Allenstown, NH featuring a variable-distance ultramarathon and a measured half marathon. The course is GPX only with minimal markings and runners must carry their own water containers.

A Keene State College alumni cross-country meet on 09/12/2026 at the Keene State Athletic Complex featuring a men's 5K and a women's 2 Mile race; registration runs 09/06 to 09/12 with a $25 fee per event.

Three events at the Springfield Dam on 09/12/2026 include a kids 0.5 mile, a one-mile Maniac Mile for ages 10+, and a 3.1 mile trail run with views of Mt. Ascutney. Food vendors and family activities are planned.

A September mountain race at Echo Lake State Park offering a five mile course and a half marathon that climbs over 4,300 feet of vertical. Courses run on granite ledges and exposed ridges with remote aid stations.

Pisgah Mountain Trail Races in Chesterfield, NH offers 50k and 23k mountain trail ultraruns on Sunday 9/13/26. Aid stations provide LMNT, Tailwinds, and Untapped and proceeds support New Hampshire Special Olympics.

Sep 19-20, 2026 in Killington, VT: Spartan obstacle races across steep, off-trail terrain in the Green Mountains. Events include Sprint 5 km, Beast 21 km, Ultra 50 km and kids races; tickets start from $29.

A remote, unmarked mountain event in Stark New Hampshire offering 50 Mile, 25 Mile, and 25K routes along the Kilkenny Ridge Trail. Runners navigate with provided GPS tracks, use limited backcountry aid, and must carry mandatory safety gear.

Experience a scenic run through wooded conservation trails finishing at the Hooksett Public Library. This community event features a 5K trail race and a half mile kids fun run to support local youth programs.

A scenic 5K cross-country race and a 2 mile fun run and walk at Crown Point State Historic Site. The event includes awards for 5K participants, on-site facilities and a waived registration fee for students 18 and under.

TAM Trek is a trail race and fun run in Middlebury, Vermont supporting the Trail Around Middlebury. Events range from a full 19 mile route around the village to shorter trail races and a family friendly two mile run.

A 5K trail race at Loon Mountain on September 20, 2026, as part of the 51st NH Highland Games, with 800 ft of elevation gain across dirt trails, service roads and ski trails. Registration includes a race shirt and festival admission.

A community 5K in Hillsborough, NH on September 20, 2026, organized by the Hillsboro Fire Department. The off-road course may be uneven and strollers are not recommended; registration runs March 25 to September 19 with a $30 fee.

A traditional up and down mountain race in Waterville Valley, NH on September 20, 2026 covering about 7 miles with 3000 feet of ascent; youth entry is available and day of registration is offered.

An 8.5 mile trail race at Merck Forest and Farmland Center in Rupert, VT featuring about 1,800 ft of climbing and two aid stations. A 0.75 mile kids loop circles the farm and all proceeds support Merck Forest and Farmland Center.

One day across five Westmore peaks covering up to 26 miles and about 6142 feet of climb, with shuttle drop offs, staffed water and rest stations, limited entries to protect trails, and post-hike services at the NorthWoods campus.

A 7.1 mile mountain trail race at Jay Peak, Vermont with about 3,044 ft of vertical and a technical summit ridge. The field is capped at 500 runners and the course is clearly flagged with a strict summit cutoff.

A weekend of endurance mountain biking and trail ultrarunning at Ascutney Outdoors in West Windsor Vermont, offering 50 mile and 50 km solo races, multiple relay formats, and kids fun races. Proceeds support Vermont Adaptive.

Bike, run, or walk on the Lamoille Valley Rail Trail in Morrisville, Vermont. Proceeds support services for healthy aging in Central Vermont including groceries, emergency fuel, prescription assistance, and exercise classes.

A 3.1-mile race at Shelburne Farms on 09/27/2026 with a course that mixes gravel paths (not loose), wooded trails, fields and dirt roads. Field limited to 200 racers; registration through Racevermont.com includes a finishers medal.

The 4th annual Paine Mountain races in Northfield Vermont on September 27, 2026 include the Anchor Challenge 6k, a 7.5 mile summit race and free youth races. Proceeds benefit the Northfield Town Forest and Norwich cross country program.