Trail Running calendar near Jackson 2026-2027

We have found 103 Trailruns within 80 miles of Jackson. See below where and when you can find the races.

The Mucker offers a choice of trail adventures in Hubbard Park, from a 5k hike or ruck to a 5k or 5-mile run. It's part of the Montpelier Mudfest weekend. A kids' obstacle course event runs concurrently on the State House lawn.

May 2026

Riverlands 100 is a 100 mile trail race at Androscoggin Riverlands State Park in Turner, Maine. Solo runners run four 25 mile laps; invited five person relay teams split the course. This edition is planned as the event's final running.

On May 2-3, 2026 White Lake Ultras run at White Lake State Park in Tamworth NH. Runners complete a slightly technical 2 mile single track loop with a short beach section and choose from 24 hour, 12 hour, or 6 hour formats.

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 that runs mostly on singletrack through the Coös Trails Network and starts and finishes at Big Day Brewing. Proceeds support Coös Cycling Club stewardship and aid stations are planned.

A trail race on Concord’s Winant Park Trails with two distances on singletrack, switchbacks, and nordic-style paths; proceeds benefit the Ralph Waldo Emerson School for Preschoolers and day-of-entry is available.

Trail running festival in Rollinsford, NH offering a 5 Miler, a 5K and a Canicross 5K on mixed rail trail and river single track, with specific rules for canicross teams and an aid station on the 5K route.

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.

A 5K trail run in Hanover New Hampshire held on Mother’s Day, featuring packed trails, open fields and mellow single track. Pre registration is online only and race day registration is available with different fees by age group.

A spring running and walking series with timed check in, varying courses, and three distance options. Online registration is free and one-time day passes are available on site; dogs on leash are welcome.

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.

Frost Heave is an approximately 13.1-mile trail race around Jericho State Park now open to trail runners as well as mountain bikers. The event raises funds for the Coös Cycling Club and features muddy terrain, on-course aid, and post-race f..

A six-race trail series across Oxford Hills preserves from May to October, with each course about 3.1 Miles. Season preregistration is $72, single races $15, and student races are $5 each.

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.

Trail races in Westmore, Vermont on May 30, 2026 include a half marathon, 10 miler and two 5k options over dirt roads and private trails, with a farm to table meal, live music and an evening barn dance.

A trail 5K at Montpelier's North Branch Park with rolling singletrack, forested hills, and brooks. The cupless event uses a mass start, has pre registration and day of fees, and awards gift cards to category winners.

June 2026

A rugged 23K mountain race in Tamworth, New Hampshire, with about 4,800 feet of climbing and a summit loop over 3,478 foot Mount Chocorua. The technical route includes exposed trail sections, stream crossings, and mandatory safety gear.

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