Trail Running calendar near Pomfret 2025-2026

The Mine Hill Half Marathon, held in Roxbury, Connecticut, is renowned as one of the most challenging road races in the state. Starting and finishing at the Mine Hill Distillery, the course offers stunning country views of farms, fields, and vistas. The race features a demanding route with significa..

The Powisset Farm Trail Run - Spring is a part of the Barn to Run Trail Race Series, taking place on Memorial Day, May 26, 2025, at Powisset Farm in Dover, MA. Participants can choose from four race distances: 8.3 miles, 5.6 miles, 3.1 miles, and 1.5 miles, all set against the scenic backdrop of Pow..

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 in Cornwall, CT, from June 5 to June 8, 2025. This unique event combines hiking and trail running, offering participants various challenges, including individual and team formats. Events range from 12 to 84 hours, with distan..

The Flanders Field & Forest 5K is an annual trail run and walk held at Flanders’ Van Vleck Farm & Nature Sanctuary in Woodbury. Covering 3.1 miles of scenic trails, the event welcomes participants of all ages and fitness levels. It is officially timed and features divisions for different age groups,..

The Drummer Hill Trail Races is a challenging trail running event held in Keene, New Hampshire, featuring multiple race distances including 50K, 37.5K, 25K, and 12.5K. Runners can choose the number of laps they wish to complete, with options for a single loop or multiple laps for longer distances. T..

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 an exciting endurance event taking place at the Ansonia Nature Center in Ansonia, Connecticut. Participants will tackle approximately 1.9-mile loops on moderately technical singletrack trails, featuring about 170 feet of elevation gain per loop. Scheduled for the se..

The Norbrook Farm Brewery Trail Festival is a day-long outdoor event featuring various trail running and mountain biking races at Norbrook Farm Brewery in Colebrook, Connecticut. Participants can choose from events such as a 4-hour run, 10K, 5K, and a run/bike duathlon, along with challenging mounta..

The Nipmuck South Trail Race is a scenic 15.7-mile out-and-back race held at Mansfield Hollow State Park in Connecticut. Participants will enjoy a beautiful course that follows the Fenton River, featuring varied terrain, small bridge crossings, and a climb to a 50-foot cliff. The event includes thre..

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..

The Summer Solstice Trail Run is an early morning race held in Gay City State Park, featuring three distances: 3 miles, 5 miles, and 8 miles. The event celebrates the summer solstice with scenic trail running and is part of the Blue-Blazed Trail Running Series and the USATF-CT Mountain, Ultra, and T..

The Last Human Standing event in West Greenwich, RI, is an endurance race held on private property near the Big River Management Area. Participants race on a loop, with each lap starting every hour and requiring completion within 60 minutes. Racers continue to run successive laps until only one rema..

The Flat Rock Trail Race is a new trail running event held in Dunstable, Massachusetts, benefiting the Humane Society for Greater Nashua's building expansion. Participants can run a 5-mile loop with nearly 600 feet of elevation gain, starting at the Arched Bridge and passing through scenic areas suc..

The Free to Run Trail Races, organized by the Berkshire Ultra Running Community for Service (BURCS), will take place on June 21, 2025, in Pittsfield State Forest, Massachusetts. This event features three race distances: 15K, 25K, and 50K, designed to challenge participants with scenic trails and sig..

The Brooksvale 12-Hour event is a unique running challenge taking place in Hamden, CT, where participants can test their endurance over a 12-hour period on a scenic 4.25-mile loop with a total elevation gain of 500 feet. Runners can aim for various distances, including 50 miles, marathons, or 50k, m..

The Centurion Ultra Trail Event is an endurance race held in Roosevelt Forest, Stratford, Connecticut, featuring two main race options: a 33-hour challenge to run as many miles as possible or to complete 100 miles within 33 hours. The course is a 2.5-mile loop through classic New England terrain, in..

The 7-11 Slurpee Day Ultra 60k is a unique running event taking place in Vernon, CT, on July 11, 2025. Participants will cover a distance of 37.5 miles, primarily on roads, while making stops at various 7-11 locations along the route. This self-supported run encourages camaraderie and fun, with a so..