Trail Running calendar near Ashfield 2026-2027

A new Soapstone Mountain Half Marathon debuts in 2026 alongside the Jerry Stage 6K. Both are trail races in Shenipsit Forest starting at Reddington Rock Riding Club, organized by the Shenipsit Striders with proceeds to trail stewardship gro..

Annual May trail races on the Ashuwillticook Rail Trail including a marathon, half marathon, 8K and a free kids Mo Mile, with proceeds supporting trail maintenance in Pittsfield and event perks for participants.

A *3.5 mile* trail run/walk at Woodtick Recreation Area in Wolcott, CT on May 17, 2026. Proceeds support the Wolcott Cross Country Teams and participants receive a free entry to the CT Food Truck Battles Festival.

A lap-based trail race in Keene NH using a 12.5 km loop with options up to 50 km, technical wooded terrain, aid stations, and a cupless policy requiring personal hydration gear.

A road half marathon in Roxbury, Connecticut on May 24, 2026 that features mixed pavement and dirt sections, notable climbs including a 250 foot gain near the halfway point, and a post race celebration at Mine Hill Distillery.

Trail races at Powisset Farm in Dover MA run through farm fields and Noanet Woodlands with four distances from 1.5 to 8.3 miles. One aid station provides water and this is a cupless race so runners must bring their own hydration carrier.

A multi day endurance series at Mohawk Mountain in Connecticut offering solo and team trail events from 15 to 152+ miles with timed formats up to 84 hours. Tenting, support stations, and personalized bibs and medals are provided.

A point-to-point ultramarathon on the New England Trail offering 112-mile and 50-mile options to Guilford. Entrants must make a donation to the Connecticut Forest and Parks Association and arrange their own crew and navigation.

A five mile fun run along the Cheshire Rail Trail from the Fitzwilliam Railroad Depot to the restored Troy Depot, with a short children's loop and food and festivities at both depots. The event raises funds for local historical societies.

A unique trail festival centered on a rugged 3.8-mile loop featuring the infamous "staircase of death." Run solo, join a flexible relay team, or take on the casual Fun Run over a 12-hour period. Start when you like and enjoy the community a..

A two-lap mountain race at Mount Sunapee on June 7, 2026, serving as the USATF National Classic Mountain Championship and the Collegiate Mountain Running National Championships. About 9.2 miles and roughly 3,250 feet of elevation gain.

A trail festival at Norbrook Farm Brewery in Colebrook CT with running, mountain bike races and a run and bike duathlon. Courses include a 5K runnable loop and a 5 mile bike loop with eight trails and 658 ft of climbing.

A trail event in Dunstable MA featuring a marked 5-mile loop with about 600 feet of elevation per loop and a 6-hour option to run multiple laps; proceeds benefit the Humane Society for Greater Nashua.

Explore the hill towns of western Massachusetts on a mix of trails and dirt roads. Choose from a 50k, 30k, or 10k distance, with all proceeds supporting the Franklin Land Trust's conservation efforts at the scenic Edge Hill Conservation Are..

A trail running event at Mansfield Hollow State Park offering a 15.7 mile out-and-back on the Nipmuck Trail and a new 5K course entirely inside the park. Proceeds support Connecticut trail stewardship groups.

Manitou's Revenge is a 53 mile ultramarathon across the Catskills with about 15,000 ft of climbing, rocky and steep terrain, limited aid stations, and long self supported stretches between services.

Early morning trail run in Gay City State Park offering 3, 5 and 8 mile races. The 8 mile is part of the Blue Blazed and USATF CT MUT series and includes teams of three competing for prize money.

A mountain trail race at Killington Resort on June 27, 2026 covering 8.2 miles and 3,010 ft of ascent. Event features Sport Expert and Pro categories, prize awards, two aid stations and a strict summit cutoff.

Twelve hour timed run on a 4.25 mile loop with about 500 feet of gain per loop in Hamden, CT. Options include marathon via six loops, 50K via eight loops, and a 50 mile target; proceeds support the Brooksvale Gift Fund.

Trail racing at Red Wing Recreation Area with 15K, 30K, and 60K options on a 15k loop featuring varied terrain, aid stations, lap support for 60K runners, and post race food and drinks.