Trail Running calendar near Weston 2025-2026

Foot It for Felix 5K is held in Edgartown, Massachusetts, at the Felix Neck Wildlife Sanctuary (100 Felix Neck Drive). The event offers a 5K run or walk through the sanctuary’s nature trails, with pine needle-covered paths, fields of goldenrod, and views of Sengekontacket Pond and State Beach. A Kid..

The Cross-Connecticut Run for Mental Health Awareness is a unique 56-mile group running event held annually in Connecticut, following the scenic and flat Farmington Canal Heritage Trail from West Suffield to New Haven. This non-competitive challenge supports Mental Health Connecticut through fundrai..

Set in the Great Brook Farm State Park in Carlisle, Massachusetts, with start/finish at Hart Barn Ski Center, the TARC Fall Classic offers distances of 50 miles, 50K, 20 miles, half marathon, 10K, plus a free youth fun run and the Yeti Mischief Mile. The looped course weaves through woods and fields..

Granite Gorge Yo-Yo Run is a mountain race held in Keene, New Hampshire. The course is run mostly on ski trails with some single-track, totaling about 4.9 miles with roughly 1,650 feet of ascent and descent. The race earns its name from the steep up-and-down sections that feel like a Yo-Yo as you cl..

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

Run to Fall 5K is a community cross-country event held at Coe-Brown Northwood Academy on the 1st New Hampshire Turnpike in Northwood, New Hampshire. The program features a 5k cross-country race on the CBNA course, a 2.5-mile trail walk, and youth races on the NH Youth State Meet Course, plus a kids’..

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..

PCS Harvest Hustle 5K & Kids Run is a fundraising event at Pomfret Rec Park in Pomfret Center, CT, benefiting the Pomfret Community School PTO. It offers a Kids Fun Run and a trail 5K. The 5K winds through the Pomfret Forest on a technical, single-track wooded trail—rocky with roots and ups and down..

The Veterans Count Nashua 5k Fun Run & Walk will take place in Nashua on Sunday 14 September 2025. You can run between 5 and 5 kilometers.

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..

The Pisgah Mountain Trail Races, held in Pisgah State Park, Chesterfield, New Hampshire, feature two challenging trail distances: a 50K and a 23K. Organized by the Red Clover Rovers, this event serves as a fundraiser for the New Hampshire Special Olympics, with all profits supporting their mission...

The Charlie Stavros Memorial Beach Run is a free, 3-mile race held at Westerly Town Beach in Westerly, Rhode Island. Organized by the Westerly Track Club and the Stavros family, this event takes place at low tide, featuring a scenic out-and-back course of 1.5 miles each way along the beach. The run..

The Hooksett Kiwanis 5K Trail Race, held in Hooksett, New Hampshire, is a scenic trail run starting at Heads Pond trail and finishing at the Hooksett Public Library. The course features a hard-packed stone dust surface and wooded conservation trails, offering a natural and enjoyable running experien..

All of the Above Trail Fest at Northfield Mountain Recreation Area in Northfield, Massachusetts, is Beast Coast Trail Running’s inclusive trail event. It offers a longer 20-25k prediction run, a 5k untimed Fun Run/Hike, and a Kids’ Run with options from 0.5k to 3k, plus a Virtual Run for remote part..

Bear Brook Trail Races take place at Bear Brook State Park in Allenstown, New Hampshire. The event offers three trail races: Marathon, Half Marathon, and 10K (the 10K follows Mindy’s Loop). The Marathon doubles the Half Marathon route.Runners encounter diverse terrain—from beautiful single-track thr..

The Mt. A Trail Challenge is an annual running event held at the summit of Mount Agamenticus in York, Maine. The 9th edition features two courses: a 5K and a 1 Mile trail run, hike, or stroll.The race is uniquely timed with stopwatches by the local York High School Cross Country Team, emphasizing a..

The BLS Wolfpack 5K Cross Country Run or Walk is a 5K event in Boston’s Franklin Park, using the historic Franklin Park cross-country course. It brings together the Boston Latin School community—students, staff, families and alumni—for a morning of running or walking, with the pep band adding energy..

The Survival of the F.I.T.test - 30+ Hour Trail Ultra is a challenging endurance event held in Cumberland, Rhode Island. Participants can choose between two course options: a flat, fast 2.1-mile loop or a more rugged 4.2-mile trail loop used in previous years. The event offers multiple race formats..

Ocean State XC Invitational features the Ocean State 5K Trail Run, held at Goddard Park in Warwick, Rhode Island (1095 Ives Road). The 5K course winds through bay-side trails and grasslands, described as a fast, flat off-road route with the start and finish near the clubhouse for the public golf cou..

Sheriff's Meadow Foundation hosts its Third Annual Trail Run on Martha's Vineyard, Edgartown, at the Caroline Tuthill Preserve. The course features a 3.2-mile loop through a diverse landscape of oak and pitch pine forest, salt marsh, and open meadow, starting from a field along Edgartown-Vineyard Ha..