Trail Running calendar near Pomfret 2025-2026

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 Cape Cod Trail Race is an annual trail running event held in the Frances A. Crane Wildlife Management Area in East Falmouth, Massachusetts. Organized by the Falmouth Running Club, the race offers three distances: 10K, 20K, and 30K, with participants completing one, two, or three laps of the scen..

The Forgotten Forest Ultra Run in Stratford, CT, is a 9-hour trail endurance event held in Roosevelt Forest. Participants can run, hike, or walk on a well-marked 2.2-mile loop with approximately 131 feet of elevation gain. The race is designed for runners of all levels, whether aiming for a personal..

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. This event, which runs along the Regicides and Quinnipiac Trails, features over 6,350 feet of elevation gain, making it one of the toughest races in the stat..

The Spring Fling 600 is an annual trail running event organized by the CT Trailmixers, taking place at YMCA Camp Sloper in Southington, CT. This year marks the eighth edition, featuring two race options: a 600-minute challenge where participants can run as many loops as they wish on a roughly three-..

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..

The "Run Like A Mother" 5K Trail Run, organized by the Franklin Elementary School PTO, is a family-friendly event taking place at Giddings Park in North Franklin, CT. This Mother's Day-themed race celebrates the incredible role of mothers and is open to participants of all ages, including a special..

The Tails & Trails State Forest Run, scheduled for May 17, 2025, in Pittsfield, MA, features three race distances: 50K, 25K, and a 5 Miler. This event supports local animal rescue nonprofits, including Red Robin Song Animal Sanctuary, No Paws Left Behind, and Berkshire Bird Paradise, Inc. Participan..

The Dash For Dane & Family Day is an annual event held at Powisset Farm in Dover, MA, designed to honor the memory of Dane and support important causes. The event features a 5K Trail Run/Walk, a 1K Kids Fun Run/Walk, and various family-friendly activities such as magic shows, crafts, and live music...

The Run Ragged Last Person Standing event, hosted by the CT Trailmixers, is an exciting endurance race set in the rugged terrain of Ragged Mountain, Berlin, CT. Participants will tackle a challenging 3.11-mile loop, with one hour to complete each lap. The race continues until only one runner remains..

The Free Spirit 50k is an ultra-running event set in the scenic landscapes of New England, featuring a challenging dirt road course with a total elevation change of 4,200 feet. Participants will enjoy breathtaking views as they traverse through forests, fields, and even cross a historic covered brid..

The 16th Annual Farmington River Run 5K Trail Race is scheduled for May 18, 2025, at Winding Trails in Farmington, Connecticut. This scenic race takes place on a designated 5K trail within a 300-acre area surrounding Walton Pond. Participants can compete for awards in various categories, including o..

The Soapstone Mountain Trail Races, taking place on May 18, 2025, in Stafford Springs, CT, features two scenic races: a 25K and a 6K "Sampler." Both courses wind through the picturesque Soapstone Mountain area and Shenipsit Forest State Park, offering a mix of challenging terrain and beautiful lands..

The 4K Trail Run is a unique running event taking place in Boston, featuring individual and corporate team registrations. Scheduled for May 21 and 22, 2025, participants can join as individual runners or as part of a corporate team. The event aims to support Boston's youth through fundraising effort..

The Flints Pond Trail Run will take place in Lincoln on Saturday 24 May 2025. You can run 4 miles.

The Taunton Trail Half Marathon is an exciting running event designed for both beginners and experienced trail runners. Set in the picturesque surroundings of Taunton's waterways, the course is ultra-flat and fast, making it ideal for those looking to achieve personal bests. Participants can look fo..

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..