Trail Running calendar near Windham 2025-2026

TARC Wapack and Back in Ashburnham MA on May 9 2026 features 21.5, 43 and 50 mile runs along the rugged Wapack Trail with big elevation and wide views to Boston and surrounding ranges. Expect technical terrain and backcountry challenge.

The Wildcat 5K Trail Run-Walk-Wag is an annual event held in Boxford, Massachusetts, starting and finishing at the Danvers YMCA Camp overlooking scenic Stiles Pond. The race features separate courses for runners and walkers, including those..

The Fitzwilliam to Troy Depot Day Cheshire Rail Trail Fun Run will take place in Fitzwilliam on Saturday 6 June 2026. You can run 5 miles.

Event overview The Chocorua Mountain Race is a 23K mountain running race in the White Mountain National Forest, starting and finishing from Scott Road in Tamworth, New Hampshire. The course includes about 4,800 feet of cumulative climbing...

Hit the trails in Standish, Maine on June 13, 2026 for the Otter Pond Trail Races, featuring a scenic 10K, a lively Kids Fun Run, and a Dawn to Dusk challenge. Perfect for runners and families seeking a day of outdoor fun.

Join the Back Cove Backyard Ultra in Portland ME for a scenic, mostly flat 4.16 mile loop repeated until one runner remains. Enjoy tidal estuary views, aid at the start and finish, and a friendly volunteer crew.

Event details The Ragged 75 Stage Race and 50k takes place July 31 - August 2, 2026 in Danbury, New Hampshire, based at Ragged Mountain Resort. The route mainly follows the SRKG Greenway around Lake Sunapee and uses hiking trails with techn..

The Old Goat Track Club XC Classic will take place in Sutton on Sunday 23 August 2026. You can run between 5 and 5 kilometers.

Run the Triple Dam 10K in Perkinsville VT on August 23, 2026 for a scenic road and trail loop with a fun calf deep river crossing. Open to runners and walkers, proceeds support Springfield High School cross country.

The Vermont 50 Ultra Run will take place in Brownsville on Sunday 27 September 2026. You can run between 50 and 50 miles.