Trail Running calendar near Hamden 2025-2026

The Second Annual Orange Runners Club Summer Sizzle XC5k is a cross country race held at the Rich Furst Sanfordville Elementary School XC Course in Warwick, New York. This event celebrates teamwork, dedication, competition, and fun, taking place on a course known for its rich cross country history,..

Ocean State Ultra is an endurance running event held at Big River State Management Area in West Greenwich, Rhode Island. The race offers three categories: a 100-mile ultra, a 12-hour, and a 6-hour race, all starting on the same day. The course features 10-mile loops combining 1.5 miles of desert, 1..

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 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 Sweltering Summer Ultra is an annual running event held at Clapp Park in Pittsfield, Massachusetts. The 13th edition features an 8-hour race on a certified 0.355-mile dirt and cinder track, with runners switching directions halfway through. Participants can run or walk as many laps as they choos..

The Interstate 17 Trail Run in Closter, NJ, is a challenging 17-mile race featuring rugged, technical trails with over 5,000 feet of elevation change. The course offers stunning views along the Hudson River, crossing from New Jersey to New York and back. Runners complete a mile out-and-back on a clo..

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 Fabulous Fahnestock Trail Races take place in Fahnestock State Park, Cold Spring, NY, offering distances of 50K, 25K, and a 5.5-mile race. The course features a mix of runnable dirt roads and technical single-track trails, with scenic views including lakes, ponds, and old rail beds. Runners expe..

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 Hook Mountain Ultra is a challenging 51.7-mile trail run held in Upper Nyack, New York, featuring 10,928 feet of elevation gain. The course includes one 5.7-mile small loop followed by four 11.5-mile big loops, all starting and finishing at Nyack Beach State Park. Runners begin with a steep 1.6-..

The Dirty Dozen 50K is a challenging ultramarathon held in Forest Park, Queens, New York City. The race features a 2.5-mile loop along the scenic Orange Trail, completed 12 times for a total of 50 kilometers. Each loop includes 300 feet of elevation gain, making the course deceptively tough with rol..

The Jug End Loop Ultra is a 6-hour ultra running event held at Jug End State Reservation in Egremont, Massachusetts. Participants run multiple laps of a scenic 4.2-mile course featuring woods, fields, and an apple orchard, with an elevation change of 830 feet per lap. The course includes uphill and..

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..

Raptor Ridge, presented by Peace, Love, Trails, is a challenging 6.5-mile trail race held at the Westmoreland Sanctuary in Mount Kisco, New York. The course winds through the Sanctuary's 669-acre nature preserve, which features 8.5 miles of hiking trails across Bedford, Mount Kisco, and Armonk. The..

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 Macedonia Trail Race, held annually in Macedonia Brook State Park in Kent, Connecticut, offers trail runners a unique and challenging experience with its lush forest trails, technical singletrack, and stunning viewpoints including Cobble Mountain, where runners can see the Catskill Mountains on..