Trail Running calendar near Niantic 2025-2026

Book It for Books 5k & 10k is a charity running event at Lake Accotink Park in Springfield, VA, benefiting Reading is Fundamental of Northern Virginia (RIF NOVA). The weekend features a 1-mile fun run, a 5k trail out-and-back on the lake’s..

Pumpkin Pacer 5k @ White Barn Farm is a 5K off-road trail run/walk held at White Barn Farm, 431 South Street, Wrentham, MA 02093. It’s the final race in the Farm To Trail 5K Series and is open to all ages and abilities. The course weaves th..

Cheshire Community YMCA 5K Harvest Trail Run in Cheshire, CT, is a race around Ives Farm. The all-ages event winds through fields and trails on the farm, starting and finishing at the remodeled barn. Proceeds support the YMCA’s Cheshire com..

Explore scenic single track at Grills Preserve in the WTAC Fall Trail Race Series with 10 Mile and 10K options. Enjoy riverfront views, bridges, and post race pizza in a friendly community trail event.

RACE FOR THE GREENWAY 5K RUN / WALK takes place at Hallock State Park in Riverhead, NY. The mostly flat off-road 5K course weaves through parkland with views of beaches, vineyards, ponds, and forests, featuring loose gravel and grass underf..

Hit the trails at Powisset Farm on October 26 for a family friendly fall race with distances from 1.5 to 8.3 miles through Powisset and Noanet Woodlands. Enjoy cider donuts, post race food, kids activities, and scenic singletrack.

Run through the vines at Stonington Vineyards in this chip timed 5k that finishes with a wine pour, unique finisher medal, and a shatterproof wine glass. Two laps through scenic vineyard trails make it perfect for runners and walkers.

Run or stroll through historic Alice Newton Street Park at the Woodbridge Trail Run plus Woodland Walk, with a challenging two loop 4 mile course and an easy 2 mile walk to the falls. Participants receive custom tech T shirts and post event..

Run the 21st annual GFRC Busa Bushwhack Trail Races in Framingham on Nov 2, with 5.3 mile and 10 mile courses through scenic, technical trails in Callahan State Park. Enjoy indoor facilities, mile markers, a finisher gift and log trophies.

Tackle the Fall Trailblazer Ultra at White Barn Farm in Wrentham with 12, 24 or 36 miles of rugged single track through conservation land and features like Knuck Up Hill and Pinnacle Rock. Cupless event so bring your own water.

8 Hours at the Farm brings trail runners to Brookfield CT for timed loops on scenic farm and single track trails. Choose 8 hour or 4 hour timed events or a 4 mile race, bring your own cup and race for a handcrafted finisher medal.

Join the 45th Annual Veterans Cross Country 4K at the Northport VA Golf Course on Nov 8 to run a scenic grass course and support hospitalized and homeless veterans on Long Island. Post race snacks, awards, and fun runs add family appeal.

Raven Rocks Run (10k) at Ward Pound Ridge Reservation The Raven Rocks Run is a trail event held at Ward Pound Ridge Reservation in Cross River, NY. The in-person event includes a 10k trail run that climbs to the park's high points, passing..

The Centerville Bank Thompson Turkey Trot is an annual event held at the West Thompson Dam Overlook Shelter in Thompson, Connecticut. It features a 5K timed trail run, a 3K untimed walk called the "Wobble" where dogs on leashes are welcome,..

Take on scenic but technical, hilly single track trails in Upton State Forest with 10.5K or 21K (two laps) options on Sunday November 9, 2025. Field is limited to 250 runners and online pre registration closes November 7.

Run the Never Stop Running Foundation Long Island Turkey Trail Trot, a scenic 5K through Bethpage State Park on Nov 15, 2025. Family friendly with a kiddie dash and proceeds benefiting local youth and athlete development.

Run scenic trails around Watchaug Pond at Burlingame State Park with 8 mile and 4 mile options in the Lil Rhody Runaround. Close out the WTAC Fall Race Series while soaking up classic New England fall scenery.

Located in Brookhaven State Park, Wading River, NY, the Brookhaven Trail Half Marathon and 5 Mile offer two trail-running distances. The course traverses a mix of Suffolk County woodlands, including single-track, fire roads, sandy sections,..

Take on the Baystate Dirty Dog Trail Run Ruck Walk 5k in Berkley on November 16, a rugged, possibly muddy trail where you can run, ruck with a pack, walk, or bring a leashed dog. Proceeds support local beagle and K9 charities.

Test your trail legs at Tarrywile Park in Danbury CT with technical single track, big climbs, and looped courses for 10K, half, and marathon. Rugged scenery, lively finish, and a standout finisher medal.