Trail Running calendar near Windham 2026-2027

We have found 86 Trailruns within 80 miles of Windham. See below where and when you can find the races.

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.

August 2026

The event is cancelled. It had been planned as a 10K ruck obstacle course at Pineland Farms in New Gloucester, Maine, featuring The Crucible with 20+ obstacles and prize rules requiring participants to ruck the full course with a pack.

The 15th Annual 5k Race to the Ledges in Concord, NH on August 8, 2026 features a short road and trail course and includes post-race brunch boxes to take away. Registration includes an adult 5 km entry and a free kids 5 km for ages 6 and un..

Trail races of 5k and 10k on Kennebunkport Conservation Trust trails, starting and finishing at the Trust headquarters. A post race festival on the Emmons Preserve features music, food, a beer tent, and family activities.

A rugged trail race at Bradbury Mountain State Park in Pownal, Maine, featuring a twisting 12 mile single-track loop with rocks, roots and hills. The event is the third race in a capped series organized by a nonprofit volunteer group.

A multi distance trail event in the White Mountain National Forest near Waterville Valley, New Hampshire held August 14 to 16, 2026. Races include 100 mile, 50 mile and 20 mile routes with substantial elevation gain and mandatory mountain g..

Wanakee Wilderness 5K is a trail race in Meredith, New Hampshire on August 15, 2026, across a 227 acre camp property. The race supports the camp scholarship fund and is followed by an awards ceremony and a Homecoming BBQ.

Trail races in Windham, ME on technical single-track loops with 13M, marathon, and 50K options; two aid stations, on-course markings, wood carved finisher medals, and a required participant donation to local trail nonprofits.

Join the PRHS XC Alumni Race in Minot for a 5K trail run and kids fun run. This community event features friendly competition between alumni and current students followed by a barbecue and kickball.

A trail ultramarathon at Prospect Acres Ranch where runners complete repeated 2.2 mile laps in 2, 4, or 8 hour formats. Field camping is available Friday evening and registration is $40 with proceeds supporting future events.

A trail race weekend in Waterville Valley NH with a 50K ultra, 23K, 4 mile and 1 mile family fun run. Courses use single and double track, have cup less aid stations, and include finisher awards and podium prizes.

A weighted mountain climb on Mount Washington on August 29, 2026, offering 20 mile and 10 mile courses with substantial elevation gain; both divisions include a 20 lbs load and have separate ticket prices.

Two trail races at Five Fields Farm in Bridgton, ME: the Bald Pate 10k through pitch pine forest and the Five Fields 50k on a figure-8 course through Bald Pate and Holt Pond preserves. Proceeds benefit Loon Echo Land Trust.

September 2026

A weekly fall trail running and walking series at Great Glen Trails in Gorham, NH from Sep 3 to Oct 8, 2026. Choose from 5 km, 3 km or 1.5 km courses; dogs on leash are welcome and one-time entries are available on-site.

Test your endurance at Pineland Farms in Maine with this backyard ultra trail race. Run a 4.2 mile loop through pristine wooded trails and see how many laps you can complete in this last person standing format.

Experience a flat and non technical trail race at Cherry Hill Farm in Gorham Maine. Choose between 50k 25k or 10k distances consisting of multiple loops around the scenic farm property.

A trail running weekend around Mirror Lake in West Newfield, Maine, with laps of about 3.6 to 3.8 miles through forest roads and singletrack. The weekend includes a Saturday gravel ride, onsite camping, youth runs, and a post ride gathering..

Three trail races in Camden Hills State Park present 10K, 20K and 50K courses around Mount Megunticook, with routes ranging from steep singletrack to wide gravel trail and an Indigenous land acknowledgement and giving option.

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.

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