Trail Running calendar near Windham 2026-2027

The Tortoise and the Hare Trail Races feature a timed 10K, 5K, and a fun 1-mile color run in Salisbury, MA. This annual fundraiser for local parks draws a crowd of about 500 participants. Runners can enjoy trail courses, post-race refreshme..

The Rescue Run: Race for Marine Mammals will take place in Rye on Saturday 2 May 2026. You can run 5 kilometers.

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 half marathon on the singletrack trails of the Coös Trails Network in Gorham, NH. The grassroots event supports local trail maintenance and finishes at Big Day Brewing with a post-run voucher.

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..

Dixon's Revenge Trail Race offers a scenic run along the Salmon Falls River in Rollinsford, NH. Choose from a 5 Miler, 5K, or a Canicross 5K event to run with your dog. The loop courses mix rail trails and single-track paths for a varied tr..

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

Join the Bethel Rotary 5K, a fun run supporting local after-school programs. Choose between a 5 km distance or a free 1 mile kids run, with options to participate in-person or virtually. All youth participants under 18 can join the 5K for f..

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 Monadnock State Park, featuring over 6,000 feet of elevation gain. The course mixes roads, dirt roads, and trails, and requires GPX navigation. With limited spots, runners must plan..

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

A two day trail running festival at Pineland Farms in New Gloucester, Maine offering races from 5k to 100k, multi person 30 Hour teams, canicross events, a kids fun run, aid stations, live music, and on site camp spaces for 30 Hour racers.

The Chocorua Mountain Race is a rugged 23K adventure in New Hampshire's White Mountains, featuring 4,800 feet of climbing over rocky trails to the summit of Mount Chocorua. It kicks off the White Mountain Endurance Cup series. Runners must..

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.

The Otter Pond Trail Races will take place in Standish on Saturday 13 June 2026. You can run 10 kilometers.

Experience a unique mountain race alongside the historic Cog Railway to the summit of Mount Washington. Choose between a steep 2.75 mile climb or a technical 5.5 mile round trip through the rugged Presidential Range.

Six at the Springs is a flexible six-hour endurance run in Poland, Maine. Participants run a scenic 4-mile flat loop as many times as they wish, with multiple morning start times. All mileage is recognized, and the event highlights local tr..

UltraTrax Cranmore is a summer endurance walk in the White Mountains featuring 7 to 28 mile options on a scenic 1,775 foot elevation loop. Participants can walk, hike, or ruck with added weight to earn finisher patches and medals.

Enjoy a community celebration in Portland with a 10k trail race, scenic bike rides, or a family friendly 2 mile walk. Finish the day with a festival featuring food trucks, music, and local beer to support Maine trails.

Kick off Tamworth Family Day with this scenic 5k on July 4th. The point-to-point course tours the village and trails, finishing with ice cream and a bib raffle. It's a local tradition celebrating community arts and culture.