Trail Running calendar near Windham 2026-2027

We have found 76 Trailruns within 80 miles of Windham. See below where and when you can find the races.

Experience a festive trail race in Salisbury this Easter weekend. Choose between timed 5K and 10K trail runs or a vibrant 1 mile color run that supports local parks and recreation.

Get ready for mud and obstacles at the Thomas College Dirty Dog Mud Run. This 5k course on campus features 12-14 obstacles. Choose from competitive heats, a multi-lap challenge, or a fun kids' race.

May 2026

Support marine mammal rescue by running through the scenic forests and rocky shores of Odiorne Point State Park. This family friendly event features a chip timed 5K trail race, kids fun runs, and a community beach cleanup.

The Big A 50K Trail Race is a challenging loop course on Mount Agamenticus with technical, rocky terrain and significant elevation. Participants can choose their distance, from 10 miles up to the full 50K. The event is free to register for,..

A trail half marathon in Gorham, NH on May 3, 2026, starting and finishing at Big Day Brewing. The roughly 13.1 mile route is mostly singletrack with short paved, gravel and woods road sections and significant elevation change.

A trail race on Winant Park Trails near downtown Concord with windy singletrack, switchbacks, and nordic type paths. Two distances are offered and proceeds benefit the Ralph Waldo Emerson School for Preschoolers; day of event entry is avail..

Trail races in Rollinsford, NH along the Salmon Falls River, offering a canicross 5K, a 5K, and a 5 Miler. Courses mix rail trail, single track, and open fields, with an aid station and specific rules for dog teams.

Explore the scenic trails of Whitaker Woods in North Conway with a chip timed 5K or a one mile fun run. This community event supports local health services while offering a mix of flat loops and gradual wooded climbs.

Test your endurance at this backyard style ultra race on the coastal trails of Kate Furbish Preserve East. Run 4.17 mile loops every hour through scenic single and double track paths for up to 50 miles total.

Join the community at the Pinkerton Academy 5K Astro Run in Derry New Hampshire for a scenic 5 km race held on the academy campus grounds.

The Canterbury Shaker Village XC 5k will take place in Canterbury on Saturday 16 May 2026. You can run 5 kilometers.

Community road event in Bethel, ME with an in-person 5K on May 16 and a virtual 5K option May 1 through May 16. It supports after school and enrichment activities for K-12 students in MSAD 44.

Cross country 5K at Cole's Family Farm in Dayton on May 16, 2026 supporting the Southern Maine Young Marines. Options include a 1.25K fun run and a 5K ruck march; entry includes a patriotic t-shirt and participation medal.

A point to point 50 mile ultramarathon from Manchester to Mount Monadnock with about 6000 feet of gain, mixed road and trail terrain, GPX only navigation, five aid stations, a 125 runner cap, and no organized shuttle service.

The Trav's Trail Run will take place in Newburyport on Sunday 17 May 2026. You can run 3 miles.

Experience a scenic trail run through the Phillips Exeter Academy woods. This event features a 5K race for all ages and specific fun runs for children 12 and under with on site activities and childcare.

Experience Maine's premier trail running festival featuring races from 5K to 100K. This multi day event includes a 30 hour endurance challenge, dog friendly canicross races, and a sunset run at Pineland Farms.

June 2026

A 23K mountain trail race in Tamworth, New Hampshire, with about 4,800 feet of climbing and a loop over the 3,478 foot summit of Mount Chocorua. The event requires mandatory safety gear and is cupless.

A 6 mile trail race in Pownal featuring single track paths and rolling hills. Limited to 180 runners, this event kicks off the Bradbury Mountain Trail Race Series with a focus on community and local conservation.

Experience a 6.9 mile mountain race at Cannon Mountain featuring 3,080 feet of elevation gain. Run through technical ski trails and rocky ridges to reach a 4,031 foot summit with views of Franconia Notch State Park.