Trail Running calendar near Hadley 2025-2026

Test your endurance at the Hamsterwheel in New Boston, NH on Nov 1. Choose 6 to 30 hour solo or relay divisions on a scenic, mostly flat 4 mile loop along the rail trail, and earn a special belt buckle for reaching 100 miles.

Join the 9th annual Fall Back Into The Trails Series at Red Wing Recreation Area in Lagrangeville on Nov 1 and 2, 2025 with options from a single 10k to a rugged 100k across looped trails. Aid, camping and custom finisher medals await.

The Hugs from Vets Trail will take place in Henniker on Sunday 2 November 2025. You can run 10 kilometers.

Challenge yourself in the Saratoga Stryders Fall Back 5 Mile Trail at Saratoga Spa State Park, featuring rolling ridges, single track, grassy stretches and a stair climb. Enjoy a scenic, challenging course and post race prizes.

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..

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.

Challenge yourself at Steep Endurance's 8 Hours at the Farm in Brookfield, a rolling 4 mile loop of single track and farm trails. Choose 8 hour, 4 hour, or 4 mile distances, enjoy finisher swag, and support local nonprofits.

Run a chip timed 5k through scenic Stonington Vineyards and celebrate with a wine pour at the finish. Registration includes a soft tee, collapsible wine glass and finisher medal while supporting the Alzheimer's Association.

Run the 21st annual GFRC Busa Bushwhack on November 2, 2025 in Framingham, tackling scenic, technical trails in Callahan State Park over 5.3 or 10 miles. Finish at Brophy Elementary, grab a cooling towel and compete for log trophy awards.

Push your limits at Race for DFL, a backyard ultra at Kenty's Farm in Winchendon MA where runners repeat 4.1666 mile laps until only one remains. Choose 6, 12 or 24 hour options and enjoy themed laps, fun gear and great camaraderie.

Get muddy and celebrate at Hoppy Trails 6K on November 8 at Adams Farm in Walpole, MA. Two scenic wooded loops finish with a beer garden, food trucks and adidas demos for a fun post race party.

Join the Centerville Bank Thompson Turkey Trot on November 9 for a family friendly cross country 5K, 3K Wobble walk and kids fun run with costumes encouraged. Proceeds benefit Thompson trails, parks and the local food pantry.

Run scenic single track and forest roads at the Upton 10.5K and Half Marathon, a hilly, technical trail challenge in Upton State Forest. Enjoy a small field, post race fire pits, hot soup and chocolate, and support local charities.

Join the Dave Driscoll 19th Annual Age Before Beauty 5K cross country at White Memorial in Litchfield on Sunday, November 9, 2025. Enjoy a scenic all cross country course as the first race of the day ahead of the Junior Olympics.

Join the TARCkey Trot, a six hour timed challenge at Wright Locke Farm on November 15, 2025, running multiple 5K trail loops over rocky rollers. Tackle as many laps as you like while supporting land conservation.

Join Windham Woods School for the 2nd annual Thankful Trails 5K Run and Walk through scenic campus trails, plus a free Kids Fun Run on the Lower Field for ages 8 and under. Family friendly with raffle, awards, and lunch to celebrate communi..

Run scenic, hilly single track at the Tarrywile Half Marathon on November 16, 2025 in Danbury CT with 10K, half marathon and marathon options. Rugged terrain, aid stations and finisher medals make for a rewarding trail day.

Test your grit at the Mount Ascutney Vertical Backyard, a Last Person Standing uphill race in Brownsville VT where runners repeat hourly laps of steep ascent until only one remains. Aid, indoor facilities and camping are available.

Take on the Fall Fling 400 at YMCA Camp Sloper in Southington CT on Nov 22, 2025. Choose a unique 400 minute loop endurance challenge or a 4 mile two lap trail race through wooded single track and rolling hills.

Challenge yourself on a hilly 5K at Melrose High School's home cross country course in Melrose, MA while supporting the school's XC teams. Expect rugged terrain, post race snacks, and lively local race day energy.