Trail Running calendar near Vernon 2026-2027

Experience a unique trail race through the Westmoreland Sanctuary where you choose your own path at the fork. Start and finish at Fox Lane High School for a memorable 5k adventure in Bedford.

The Red Wing Trail Challenge in Lagrangeville, NY on July 5, 2026 offers 60K, 30K and 15K trail races with substantial elevation gain. The event includes aid stations, an interactive course map, on course fuel and post race food and drinks.

Notchview Ultra in Windsor, MA runs July 10-13, 2026 on a 1.9 mile loop with multiple time and distance options, an aid station, campsite planning, event SWAG, and proceeds benefiting local organizations.

A point to point 5K in East Hampton beginning at the Connecticut Draft Horse Rescue with shuttle transport from Center School. Bib pick-up is at Center School gym and awards are presented by age group after the race.

A 12K trail race on the Blue Hills Skyline Trail with about 2,300 feet of climbing, rocky steep terrain, and minimal aid. The route follows Skyline blazes from the Blue Hills Ski Area parking lot and requires participants to carry hydration..

New for 2026 at Putnam Memorial State Park, The Revolution is a timed trail event run on a 1.776 mile loop that passes Revolutionary War sites. Runners choose 12 hour, 6 hour, or 3 hour formats and carry their own hydration.

Experience a midweek evening trail run through the diverse terrain of Bowdoin Park. This 5 mile race features a mix of grass and rocky trails with awards for top finishers and a food drive for the local pantry.

A memorial 5K run and walk at Owen Bell Park in Dayville CT that raises funds for a scholarship for Killingly Ag-Ed seniors. The day includes a 5K, a walk, and a kids fun run on off-road paths with possible trip hazards.

A one-mile out-and-back on the Farmington Canal Heritage Trail in East Granby, offered in two waves and hand timed, on crushed gravel. Limited parking and a $25 registration fee; all proceeds benefit charities.

Two trail-focused races at Beartown State Forest in Great Barrington, MA: a 5-mile loop around Benedict Pond and a roughly 13.5-mile half with significant climbing and technical terrain. The event is cupless with limited parking and shuttle..

A 5.5 mile trail race at Soapstone Mountain with six ascents and about 1500 feet of climb. The field is capped at 50 runners for parking reasons and online registration is required.

A trail running event at Ward Pound Ridge Reservation offering 25K, 50K and 50M courses across wooded singletrack and carriage roads with runnable sections, ridge views, aid stations, and GPX course files.

A 5K mud run on August 1, 2026 at 508 INTL- Adventure Sports Center in Boston, featuring obstacles, mud pits and slides, plus Pre-Party and After-Party with music, food and beer. Kids are welcome and light quick-dry gear is recommended.

A community cross country meet at Stonington High School offering a 5K and a children's 1/2 mile. The course mixes track, quiet campus streets, trails, grass, and finishes back on the track.

A community fundraising event in Groton, MA featuring a three-person, 8.4 mile relay across cattle trails and Gibbet Hill, youth races and family activities, with barbecue, music, and proceeds supporting local charities.

A seaside set of timed ultra-marathon events at Colt State Park in Bristol, Rhode Island, offering 6 hour, 12 hour, and 24 hour formats with separate entry periods and fees.

An eight hour track endurance event at Clapp Park in Pittsfield, MA featuring a certified 0.355 mile loop, chip timing with live leaderboard, on-course bottle drop and age group awards. Proceeds support the AYJ Fund.

TARC Summer Classic at Noon Hill Reservation features a mostly forested 10 mile loop with singletrack, gravel and a scenic vista. The event offers 10 mile, 50K and 40 mile options and includes mandatory trail briefings and finish time limit..

A scenic 2.5 mile trail run or walk at Wildwood State Park on August 8, 2026, held rain or shine. Online registration includes bib personalization if entered three weeks in advance and proceeds benefit Friends of Wildwood State Park.

A forested 5K on the new trails at Bridgewater Town Park in Bridgewater, CT. The 3rd annual event features mixed natural terrain, views of Lake Lillinonah, participant gifts and awards for top finishers.