Trail Running calendar near Ashford 2025-2026

The Enchanted Forest Ultra Run is a captivating 6-hour ultra event taking place in Roosevelt Forest, Stratford, CT. Participants can run or hike a 2.3-mile loop trail, aiming for as many miles as possible within the time limit or striving for the 50K milestone. This event is suitable for both novice..

The Northern Nipmuck Trail Race is a 16-mile trail running event held in Union, Connecticut, organized by the Shenipsit Striders. Revived in 2022 after a hiatus, the race maintains a friendly, low-key atmosphere, attracting runners of all levels. The course traverses the Nipmuck Trail, featuring tec..

The Sleeping Giant Trail Runs, set in the iconic Sleeping Giant State Park in Hamden, CT, promises to be one of the toughest trail races in the Northeast. Participants can choose between a challenging 25K or a grueling 50K course, featuring over 30 miles of diverse terrain, including smooth carriage..

The Mt. Toby Ultra is a trail running event offering three distance options: 13k, 24k, and 50k, each showcasing the scenic beauty of Mt. Toby.The race serves as a fundraiser for Girls on the Run of Western Massachusetts, promoting joy, health, and confidence among girls through running. Participants..

The Spring Fever 5K | 5M | 8H is a running event taking place on April 12, 2025, at Wompatuck State Park in Hingham, MA. Participants can choose from three distances: a 5K, a 5-mile race, or an 8-hour endurance challenge. The event is designed for all ages and fitness levels, with a focus on communi..

The Merrimack River Trail Race is a USATF sanctioned 10-mile running event taking place on April 12, 2025, in Andover, MA. The race features an out-and-back course starting from the DoubleTree by Hilton Hotel. Participants can register online or on race day, with entry fees varying based on registra..

The 10th Annual F.O.R 5k Trail Race will take place at the McDonald Nature Preserve in Wilbraham, MA. This family-friendly event encourages participants of all ages to enjoy the outdoors while supporting the Recreation Maintenance Fund for local parks. The race features a scenic course rated easy to..

The Brookhaven Trail 15K and 4 Mile Trail Run is set to take place at Brookhaven State Park in Wading River, NY. This popular event features a challenging course that includes various trail conditions, from single-track paths to sandy sections, all within the scenic woodlands of Suffolk County. Part..

The Traprock 50 is a challenging trail running event held at Penwood State Park in Bloomfield, CT, featuring two race distances: a 50K and a 17K. The course consists of approximately 10.5-11 miles per loop, with the 50K requiring three loops and the 17K one loop. Runners will navigate a mix of techn..

The Lake Mohegan Trail Race is a women's only trail running event held in Fairfield, CT, organized by Steep Endurance. Aimed at promoting trail running among women, the event typically sees 30-40% female participation, with over 125 runners in 2024. The race features three distances: a 5K, a 10K, an..

The Radish Rambler 5k at White Barn Farm is a fun and engaging trail run/walk/hike set in the scenic conservation land of Wrentham, Massachusetts. Scheduled for April 26, 2025, this event welcomes participants of all ages and skill levels, marking the opening day of the farm and an Earth Day celebra..

The TARC Spring Classic, organized by the Trail Animals Running Club, is a trail running event set to take place at the Jericho Town Forest in Weston, Massachusetts, on April 26, 2025. Participants can choose from various distances, including 10K, Half Marathon, Marathon, and 50K. The course feature..

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, is a celebrated ultra-running event in Connecticut, marking its 51st anniversary. This historic race features three distances: 100K, 50 miles, and 50K, all set around the scenic Lake Waramaug. Participants can expect well-st..

The Forgotten Forest Ultra Run is a unique trail running event held in Roosevelt Forest, Stratford, CT. Scheduled for May 3, 2025, this 9-hour ultra trail race invites participants of all levels, including runners, joggers, hikers, and walkers, to complete as many miles as they can on a well-marked..

The 7 Sisters Trail Race is an exciting running event that features a series of wave starts based on anticipated finish times, ensuring a well-organized experience for participants. Runners are required to carry their own water, as the race is cupless, promoting sustainability. The event is capped a..

The Dandelion Dash and Mushroom Mile is a fun running event taking place in Hadley, MA, featuring a 5K trail run or walk and a 1-mile race suitable for participants of all ages. This event aims to support The Hartsbrook School's unique programming, which includes land stewardship and sustainable pra..

The Blue 2 Blue Challenge is a demanding 50K trail race set in New Haven, Connecticut, known for its challenging terrain and technical trails. Participants will navigate some of the toughest trails in the state, including the Regicides and Quinnipiac Trails, with a total elevation gain of approximat..

The Ansonia Trails 5K is a running event taking place in Ansonia, CT, designed for participants of the 169 Society. This second annual race features a unique course consisting of two laps around a 1.55-mile loop, making it slightly over or under a traditional 5K distance. Limited to 50 runners, the..

The Watuppa Trail Races is an annual running event held in Fall River, Massachusetts, celebrating its 11th year in 2025. Participants can choose from three race distances: 10K, 30K, and 50K, catering to various skill levels and preferences. The event takes place in the scenic Watuppa Reservation, pr..

The TARC Wapack and Back is a challenging trail running event organized by the Trail Animals Running Club, taking place along the scenic Wapack Trail in Ashburnham, Massachusetts. Participants can choose from three distances: 21.5 miles, 43 miles, and 50 miles, with the course featuring rocky ledges..