Trail Running calendar near Colebrook 2026-2027

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 scenic 10 km run starting and finishing at historic Rockwood Hall in Rockefeller State Park Preserve. The event includes a separate kids race for ages 12 and under and directs proceeds to carriage road maintenance.

Plattekill Mountain Race on June 7, 2026 in Roxbury, NY features a 6.5 mile mountain race with 3500 ft of climbing and a steep 5k. Top three men and women will receive awards and finisher swag is planned.

A community 5K trail run, walk and hike in Eisenhower Park Milford on June 7, 2026 supporting the Milford Rotary and the Beth El Center. The course uses a high school cross country route with mostly flat sections and some rolling hills.

This multi-sport festival at Norbrook Farm Brewery offers trail runs, a duathlon, and mountain bike races on scenic 5K and 5-mile loops. Participants enjoy local food and a post-race brewery celebration. Registration includes a finisher med..

A six hour trail run at Ansonia Nature Center on June 13, 2026, run as counterclockwise loops of about 1.9 miles on moderately technical singletrack with roughly 170 feet of gain per loop. Entry is limited to 69 runners.

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.

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.

Notchview Ultra in Windsor MA runs multiple timed events on a 1.9 mile loop with an on-course aid station, campsite options, and beneficiaries including the Trustees of Reservations and Baypath Humane Society.

A 5.5 mile trail race at Soapstone Mountain featuring six ascents and about 1500 feet of climbing. The route circles the mountain with multiple steep rocky sections, limited aid access, and a field limited to 50 runners due to parking.

Discover a new trail running challenge north of NYC at the historic Ward Pound Ridge Reservation. Choose from 25K, 50K, or 50 mile distances on a runnable course through scenic wooded trails. Enjoy post race refreshments and earn a unique f..

An evening cross-country event at Stonington High School on August 5, 2026, featuring a 5K and a Children's 1/2 Mile for ages 10 and under. The course starts and finishes on the track and includes campus streets, trails, grass, and a bridge..

An 8 hour timed track event at Clapp Park on a certified 0.355 mile dirt and cinder loop, featuring chip timing, trackside bottle drop aid, age division awards, a possible virtual option, and proceeds benefitting the AYJ Fund.

Discover new trails at the Tappen Brook 5K in Bridgewater, CT. This community event winds through the scenic woodlands of Bridgewater Town Park. All runners receive a participation gift.