Trail Running calendar near Pittsfield 2026-2027

Prospect Acres 8 hour ultra on April 18, 2026 features repeated 2 mile loops through fields and woods with 230 ft of elevation gain per lap. Free parking, sauna and cold plunges are available and registration costs $25.

Celebrate spring in the Adirondacks with a scenic half marathon or a family friendly 5k trail race. Support local healthcare while following a historic route from Keene Valley to Elizabethtown.

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.

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.

A free trail running event at Catamount Outdoor Family Center with a 3-mile in-person race and a weekend virtual 3-mile option, held in memory of a UVM student and Army ROTC cadet. T-shirt sales support a memorial fund.

This 6-mile mountain race tackles steep trails and muddy terrain at Cochran's Ski Area. After the run, enjoy pancakes and watch the free kids' race. It's the opener for the USATF-New England Mountain Running Series.

Trail event in Pittsfield, Vermont, May 6 to 9, 2026, offering distances from 10 miles to 200 miles through the Green Mountain National Forest. Team entries can secure the same start time and service member discounts are available.

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.

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.

Join this weekly trail running series at the Catamount Outdoor Family Center featuring distances from 5k to 10k. There are special categories for children and water stations available on site for all runners.

The Free Spirit 50K is a scenic ultra on the dirt roads of Leyden, Massachusetts. The route passes historic farms, forests, and a vintage covered bridge, offering a classic New England countryside experience.

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

Event Overview The Ledge Rock Hill Wine Run 5K takes place at the Ledge Rock Hill Winery in Lake George, New York. The event features a 5K distance, which is open to participants aged 1 to 99. It is a timed race, with professional timing an..

Join this weekly trail running series at the Catamount Outdoor Family Center featuring distances from 5k to 10k. There are special categories for children and water stations available on site for all runners.

Infinitus in Ripton, Vermont runs May 21 to 31, 2026 and offers trail races from a 9 mile option up to 250 mile and multi marathon formats. The course uses two loops and on site camping is available for a small cash fee.

Trail races in Keene, NH on a revised, technical course where runners choose how many 12.5k laps to run. Natural single track and jeep roads, cupless aid stations, parking at Fuller Elementary School, and drumstick awards.

Join this weekly trail running series at the Catamount Outdoor Family Center featuring distances from 5k to 10k. There are special categories for children and water stations available on site for all runners.

Test your endurance at the Ascutney Mountain Run in Vermont. This 3.7 mile uphill race climbs 2,300 vertical feet along a paved auto road to a scenic mountain summit finish.

A running event in Granville on May 30, 2026: a relatively flat 5k along the rail trail finishing on the footbridge over the Mettowee, plus a kids 1k. Registration opens March 26; 5k fee $25, kids run free.

Join this weekly trail running series at the Catamount Outdoor Family Center featuring distances from 5k to 10k. There are special categories for children and water stations available on site for all runners.