Trail Running calendar near Princeton 2026-2027

A multi day team relay at Ascutney Outdoor Center in Vermont featuring 118 miles of trail, single track and switchbacks, camping at Ragnar Village, and team options from two to eight runners with on site amenities and community activities.

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 looped trail 50K at Spaulding Academy in Northfield, NH featuring five 10K technical loops, about 32 miles and 4,000 feet of gain. Ten hour race limit, cupless format, and support for Spaulding Academy & Family Services.

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..

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 12-hour loop event in Lawrence Woods within the Middlesex Fells Reservation near Medford, MA. The course is an approximately five mile loop with a minimal aid station; participants commonly set up personal spots near the start and aid are..

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 roughly 3.8 mile trail race at Kingman Farm in Madbury, NH on July 26, 2026, featuring rolling nordic style paths and switchback singletrack; proceeds support the Doug Flutie Jr. Foundation for Autism and day of registration is available.

A trail run in Bedford, New Hampshire on July 30, 2026 offering separate 5 km categories for adults, youth, and kids. Online registration is available and participants can add donations or purchase merchandise to support the Rotary Club of..

A three day 75 mile stage race around Lake Sunapee with about 15,500 feet of gain and a separate 50K of roughly 33 miles and 6,300 feet. Overnight camping, limited aid stations, and a $35,000 prize purse.

Muddy Dash in Charlton on August 1, 2026 is a few miles of muddy obstacles with mud pits up to waist deep, Value and VIP registration options, free spectator access and packet pick up at the venue the day before.

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.

Join a three-person relay or youth obstacle race at Gibbet Hill. Runners navigate cattle trails and scenic ruins before enjoying a post-race barbecue with live music and community fundraising.

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 6 hour or 12 hour fat-ass trail event on a 1.8 mile loop near Chester town park, with 280 feet of climb per loop. Basic aid and food are provided and proceeds benefit local recreation and recovery organizations.

The 15th Annual 5k Race to the Ledges in Concord, NH on August 8, 2026 features a short road and trail course and includes post-race brunch boxes to take away. Registration includes an adult 5 km entry and a free kids 5 km for ages 6 and un..