Trail Running calendar near West Windsor 2026-2027

Timed loop trails on Wachusett Mountain with 7, 14, 21, and 28 mile options over ski slopes and single-track. Participants have 10 hours to finish, with weighted vest options and marked courses; finishers receive a shirt and patch.

A weekly trail running race at Catamount Outdoor Family Center in Williston, VT, offering 5 km and 2.5 km courses with adult and youth categories. Races run rain or shine and follow a clear thunder and bib policy.

A community 5K run and walk in Nashua, NH on September 5, 2026 with free registration for veterans and children, a fee for participants 13 and older, event shirts, donation options and volunteer opportunities. Use #nashua5k for photos.

A lakeside trail run in Goshen, New Hampshire on September 5, 2026, with 3 mile and 5.7 mile courses, awards, swag, and a raffle. The longer distance awards points in the Western NH Trail Running Series.

A rugged 50K trail ultra in the Wilcox Lake Wild Forest on September 6, 2026, starting and finishing at Harrisburg Lake. The lollipop route includes two aid stations and requires prior experience and a wait list review.

Trail races at Bear Brook State Park near Allenstown, NH offer a GPX navigated half marathon and a variable ultramarathon between 50k and 100k, with minimal course markings and cup free aid stations.

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.

Thunder Run is a 5K trail race with more than 20 obstacles through woods and hills in Candia, New Hampshire on September 12, 2026. Organized by Raymond Area Rotary, 100% of proceeds support local and selected international projects.

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 trail event at Echo Lake State Park offering a technical 5-mile Little Beast and a rugged 13.1-mile Beast of the East with big climbs, granite ridge sections, and limited on-course support.

Pisgah Mountain Trail Races in Chesterfield, NH offer 50k and 23k trail ultramarathon distances on Sunday September 13, 2026, with aid stations carrying Tailwinds, Untapped, and LMNT and proceeds benefiting 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.

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 community 5K in Jaffrey, New Hampshire on September 19, 2026, offering two course options: a mixed woods trail and a straight rail trail. Proceeds benefit the Jaffrey Firefighters Company Inc.

The Mountain Goat Cabin Trail Run will take place in Rupert on Saturday 19 September 2026. You can run 9 miles.

TAM Trek in Middlebury, Vermont features a full 19 mile loop plus a 10K, 5K and a 2 mile family fun run on trails around Wright Park and Otter Creek.

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.

A multisport festival for people who identify as women at Pawtuckaway State Park on September 26, 2026, offering triathlon, two sport, single sport and relay options on supported swim, trail bike and trail run courses.