Trail Running calendar near Hebron 2025-2026

The Chesterfield Gorge Ultra & 25k is a unique running event held at the Chesterfield Gorge Reservation, featuring a 'choose your own adventure' format. Participants can select from various distances, including 100 miles, 100k, 50 miles, 50k, and 25k, with staggered starts to manage the flow of runn..

The Fitzwilliam to Troy Depot Day Cheshire Rail Trail Fun Run is a 5-mile running event taking place along the scenic Cheshire Rail Trail, starting from the original Fitzwilliam Railroad Depot to the newly restored Troy Depot. This event celebrates the historical significance of the rail trail, whic..

The IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain Ski Area in Cornwall, Connecticut. This multi-day event, held over four days in June, offers a unique blend of hiking, trail running, and camping challenges. Participants can compete solo, with a trail buddy, or as a trail fa..

The Flanders Field & Forest 5K is an annual trail run and walk held at the Van Vleck Farm & Nature Sanctuary in Woodbury, Connecticut. Covering 3.1 miles, the course winds through scenic natural trails, offering a picturesque outdoor experience suitable for all ages and fitness levels. The event is..

The Wine Run at Sakonnet Vineyard is a unique running event scheduled for June 7, 2025, in Little Compton, RI. Participants can enjoy a scenic trail run through the vineyard, culminating in a festive atmosphere with dinner, wine, and live music. The course spans approximately 3 miles and features va..

The Ansonia Six Hour Trail Run is a challenging endurance event held at the Ansonia Nature Center in Ansonia, Connecticut. Participants run counter-clockwise loops of approximately 1.9 miles on moderately technical singletrack trails featuring about 170 feet of elevation gain per loop. The course of..

The Norbrook Farm Brewery Trail Festival, held at Norbrook Farm Brewery in Colebrook, Connecticut, is a vibrant all-day event featuring trail running and mountain biking. Participants can choose from a 4-hour run, 10K, 5K, run/bike duathlon, and various mountain bike races on challenging 5-mile loop..

The Nipmuck South Trail Race is a 15.7-mile out-and-back trail run held at Mansfield Hollow State Park in Mansfield, Connecticut. The scenic course follows the Fenton River and features varied terrain including small bridge crossings, a climb to a 50-foot cliff, fields, and woods. Runners encounter..

The TSR Trail Half Marathon will take place in Adams on Sunday 15 June 2025. You can run between 10 and 21 kilometers.

The TARC Blue Hills Skyline Trail Run is a challenging 12K race set in the scenic Blue Hills Reservation in Milton, Massachusetts. Participants will tackle approximately 2,300 feet of elevation gain on a rugged course featuring rocky terrain, steep climbs, and technical descents, all while enjoying..

The Edge Hill Trail Race, scheduled for 2025, is a collaborative event with the Franklin Land Trust, celebrating the scenic trails and dirt roads of Ashfield. This race emphasizes a relaxed atmosphere, encouraging participants to enjoy the natural beauty while challenging themselves physically and s..

Last Human Standing in West Greenwich, Rhode Island, is a unique endurance running event held on private property near the Big River Management Area. Participants race on a looped course, each lap requiring completion within 60 minutes to continue. The race begins at 10 AM, with subsequent laps star..

The Free to Run Trail Races, hosted by the Berkshire Ultra Running Community for Service (BURCS), take place in Pittsfield State Forest, Massachusetts. Scheduled for June 21, 2025, the event offers three distances: 15K, 25K, and 50K ultramarathon. The challenging course features a double-loop figure..

The Summer Solstice Trail Run is an early morning trail running event held at Gay City State Park in Hebron, Connecticut. Scheduled for June 21, 2025, it offers three race distances: 3 miles, 5 miles, and 8 miles. The 8-mile race is part of the 2025 Blue-Blazed Trail Running Series and the USATF-CT..

The Woodland Trail Series, hosted by Tri-Valley Front Runners, is a popular trail running event held at West Hill Dam in Uxbridge, Massachusetts. Celebrating its 27th year, the series features three races on well-marked courses through mostly wooded single and double track trails, with some gravel a..

The Centurion Ultra Trail Event, held in Roosevelt Forest, Stratford, Connecticut, is a challenging endurance race featuring a 2.5-mile loop with 193 feet of elevation gain per lap through classic New England terrain. Participants can choose between two race options: running as many miles as possibl..

The Brooksvale 12-Hour is an endurance running event held in Hamden, Connecticut, featuring a challenging 4.25-mile loop with 500 feet of elevation gain. Participants can choose to run distances ranging from a marathon (six loops) to a 50k (eight loops) or aim for 50 miles within the 12-hour time li..

The Red Wing Trail Challenge, held at Red Wing Recreation Area in Lagrangeville, NY, offers two trail race distances: a challenging 60K with approximately 6,600 feet of elevation gain, and a 15K featuring about 1,650 feet of gain. The 60K consists of four laps of a 15K loop that includes varied terr..

The 7-11 Slurpee Day Ultra 60k is a unique, self-supported ultramarathon held in Vernon, Connecticut, covering approximately 37.5 miles along mostly road routes. Participants run between seven 7-11 convenience stores across towns including Vernon, Manchester, East Hartford, West Hartford, Newington,..

The Rails-to-Trails 5K in East Hampton, Connecticut, is a point-to-point race starting at the Connecticut Draft Horse Rescue and finishing at the Old Home Days grounds. The scenic course begins on Chestnut Hill Road, crosses Route 16, and continues along the shaded Air Line Trail for about two miles..