Trail Running calendar near Stonington 2025-2026

The Soapstone Assault is a challenging approximately 5-mile trail race held at Soapstone Mountain, featuring a unique course that requires participants to climb the mountain six times. This event is designed for those seeking a rigorous hill workout, as runners navigate steep, rocky, and potentially..

The People's Forest 7-Mile Trail Run is an annual trail running event held in Barkhamsted, Connecticut. Celebrating its 26th edition in 2025, the race is part of the USATF Connecticut Mountain Ultra Trail (MUT) series championship. The course starts and finishes near the Matheis Grove Pavilion on Ea..

The Pete Hawley People's 7 is an annual 7-mile trail running event held in Barkhamsted, Connecticut, at the Matheis Grove Pavilion on East River Road. This USATF-sanctioned race features a scenic course starting on the Blue trail, transitioning to Yellow and Orange trails before returning to Blue fo..

The Anchor Down Ultra is a seaside ultra-marathon event held at Colt State Park in Bristol, Rhode Island. It features multiple timed race options including 6-hour, 12-hour, and 24-hour ultra-marathons. Known as "The Smallest State's Longest Races," this event has been recognized by Men's Health Maga..

The Running Wild at Wildwood is a 2.5-mile trail run/walk held at Wildwood State Park in Wading River, New York. This scenic event takes place rain or shine, offering participants a chance to enjoy the natural beauty of the park while running or walking a well-marked trail. Amenities include live re..

The Tappen Brook 5K, held in Bridgewater, Connecticut, is an annual trail running event hosted by the Bridgewater Land Trust and the Bridgewater Recreation Commission. Set in the scenic Bridgewater Town Park, the course features newly developed trails winding through forested woodlands with gentle h..

The Stonington Cross Country 5K is a free running event held at Stonington High School in Pawcatuck, Connecticut. The course begins with a loop on the school track, followed by a half-mile run on quiet, dead-end streets within the campus. Runners then transition to a mix of single- and double-track..

The Tarc Summer Classic is a trail running event held at Noon Hill Reservation in Medfield, Massachusetts, featuring multiple race distances including 10 miles, 50K, and 40 miles. The course is a scenic, mostly forested loop with undulating terrain, roots, rocks, and a notable viewpoint at Noon Hill..

The Shenipsit Striders 50th Fatass is a celebratory running event held at Crandall's Park Pavilion in Tolland, Connecticut. Marking the club's 50th anniversary, the event features an 8-hour window where participants run multiple 5K loops on a trail course starting and finishing at the pavilion. Runn..

The Midstate Massive Course Preview is a pre-race recon run held in Spencer, Massachusetts, offering runners a chance to explore a 13.1-mile section of the Midstate Trail used in both the 50-mile and 100-mile races. The run covers the trail segment between Aid Stations 6 and 8, providing participant..

The Watermelon Wobbler 5k is a fun, off-road trail run held at White Barn Farm in Wrentham, Massachusetts. This 5K race takes participants through scenic conservation land and farm property, featuring dirt and gravel paths with natural obstacles like rocks, roots, and elevation changes. Open to all..

The Old Goat Track Club XC Classic is a 5K cross-country race held at Water's Farm in Sutton, Massachusetts. Scheduled for August 24, 2025, it features separate Women's and Men's Open 5K races. The event serves as the first race in the USATF New England XC Grand Prix series and is part of the USATF..

The Foot It for Felix 5K is a scenic running and walking event held at Felix Neck Wildlife Sanctuary in Edgartown, Massachusetts. Participants traverse beautiful nature trails featuring pine needle-covered paths, fields of goldenrod, and stunning views of Sengekontacket Pond and State Beach. The cou..

The Cross-Connecticut Run for Mental Health Awareness is a unique 56-mile group running event held annually in Connecticut, traversing the state north to south along the scenic and flat Farmington Canal Heritage Trail. Starting in West Suffield and ending at New Haven harbor, the course passes throu..

The Wicked Mudder will take place in Southwick on Sunday 7 September 2025. You can run between 5 and 5 kilometers.

The Storybook Half Marathon is a scenic 13.1-mile trail race held in Roosevelt Forest, Stratford, Connecticut. The course consists of eight loops on a 1.64-mile wooded trail featuring singletrack and doubletrack paths with roots, rocks, and gentle hills, offering a charming yet moderately challengin..

Run for the Hills is an annual 5K trail run and walk held at the Oswegatchie Hills Nature Preserve in Niantic, Connecticut. The event offers participants a scenic course around Clark Pond and through over 450 acres of coastal forest, showcasing the preserve's natural beauty. It serves as a fundraise..

The Wahaneeta Trail Run is a 5K trail race held in Westerly, Rhode Island, located on Moorhouse Road. Scheduled for September 13, 2025, it is the first event in the WTAC Fall Trail Race Series, which includes four races with a discount for registering in multiple events. This race embraces an "old s..

The PCS Harvest Hustle 5K & Kids Run is a community-focused event held at Pomfret Rec Park in Pomfret Center, Connecticut. It features a 5K trail run and a kids' fun run of half a mile, supporting the Pomfret Community School Parent Teacher Organization. The PTO uses funds raised to enhance educatio..

The Wine Run at Westport Rivers Vineyard & Winery is a scenic trail running event held in Westport, Massachusetts. Scheduled for September 14, 2025, the race features a roughly 3-mile course winding through picturesque farms and vineyards. Participants enjoy a relaxed atmosphere with professional ti..