Trail Running calendar near Pawcatuck 2026-2027

Run a scenic autumn 5k trail through Wrentham conservation land and a working farm. This cup-less race supports local agriculture and includes family Halloween fun. It's the final event of the Farm to Trail 5K Series.

The Mt. Tom Trail Race will take place in Holyoke on Saturday 24 October 2026. You can run between 5 and 25 kilometers.

Rugged 5k trail run, ruck, or walk in Berkley MA on October 25, 2026 with in person and virtual options. Dogs may join on leash with a waiver and proceeds support The Baystate Beagle Club and Give2Those.org.

This fall trail run takes place at Powisset Farm in Dover, MA, featuring four scenic distances through farm and woodland trails. Post-race cider donuts and family activities like pumpkin painting add to the farm atmosphere. It's part of the..

A trail race at Burlingame State Park in Charlestown on November 15, 2026, offering 4-mile and 8-mile courses around Watchaug Pond. It is the first race in the WTAC fall trail series with multi-race registration discounts.

Run a storybook-themed half marathon on the trails of Roosevelt Forest in Connecticut. The course is an eight-loop journey through the woods, and costumes are encouraged. A book drive is also part of the event, supporting local children.

A Thanksgiving morning trail run supporting endometriosis research. Choose a run or walk on the 3.5-mile Mill Pond Trail, followed by complimentary yoga. All participants get a finisher medal and swag bag.

The Tower Tag Challenge is a timed trail run in Connecticut's Sleeping Giant State Park. Runners complete 3.4-mile laps up and down the scenic Tower Trail within an 8-hour or 4-hour window. The event features awards, post-race refreshments,..

Run through Roosevelt Forest on a festive 5k trail course in Stratford. All finishers receive a custom medallion, and top runners earn awards. Holiday costumes are welcome for this charitable event.