Trail Running calendar near West Bayside 2026-2027

A snowshoe festival on February 14, 2026 at Roberts Farm Preserve in Norway, Maine, using groomed Nordic ski trails and offering free on-site snowshoe rentals. Distances available are 2k, 5k and 10k run or walk options.

Join Bradbury Mountain Winter Roulette on Sunday February 15 2026 for an unpredictable winter trail challenge of about 5 miles. Course and gear change with weather so expect deep snow, icy pack or bare trails and check for final details.

A **6K** snowshoe race at Gunstock Nordic Center with groomed trails, wooded single track, steep climbs, and marked course. Prizes include Dion snowshoes and age group gift cards, and limited rental snowshoes are available on race day.

Trail races in Salisbury on April 4, 2026, featuring 10K, 5K and a one-mile non-timed color run; net proceeds support Salisbury Parks and Recreation. Shirts, awards, post-race snacks and music are included.

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 is a three-loop trail race on Mount Agamenticus with technical single track terrain and 5,787 feet of elevation gain. Shorter finish points are available and runners are expected to plan to finish within 10 hours.

The Big Day Run Off will take place in Gorham on Sunday 3 May 2026. You can run 13 miles.

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..

A trail running event in Rollinsford, New Hampshire featuring a *5 Miler*, a *5K*, and a Canicross 5K with rail trail and single-track sections along the Salmon Falls River.

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

A community 5 km run and a one mile kids run in Bethel, Maine on May 16, 2026, supporting after school and enrichment programs in MSAD 44. A virtual 5 km option runs May 1 to May 16 and youth entries are free.

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 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.

Hit the trails at the Wildcat 5K Trail Run Walk Wag in Boxford on May 30, 2026, for a scenic 5K through Wildcat State Forest with pond views and separate courses for runners and walkers. Enjoy post race treats, swag, and prizes for top fini..

The Chocorua Mountain Race will take place in Tamworth on Saturday 6 June 2026. You can run 23 kilometers.

Explore the inaugural Otter Pond Trail Races in Standish ME, with a scenic 10K, Dawn to Dusk challenge and a kids' fun run around Sebago Lake. Tackle technical single track and marked loops while supporting Bonny Eagle Athletics.

A mountain race alongside the Mount Washington Cog Railway with two options: a 2.75 mile summit climb that includes a train ride back, or a 5.5 mile roundtrip. Expect 3,500 feet of gain, exposed terrain, and rapidly changing weather.

The Ultratrax Cranmore will take place in Conway on Saturday 27 June 2026. You can run between 7 and 28 miles.

Join East Bayside Trail Fest in Portland for a timed Trail to Ale 10K, 15 and 30 mile group rides, or a family friendly 2 mile. Finish on Diamond Street with music, food trucks and local brews while benefiting local trail and bike groups.

Spaulding Woods 50K is a trail ultramarathon in Northfield, NH on July 11, 2026. The race uses a technical 5.6 mile loop with rocks, roots and footbridges, requires six laps and a ten hour time limit, and supports Spaulding Academy.