Roxbury
Trail Running Calendar near Roxbury 2026-2027
Explore the top trail runs near Roxbury for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Experience the peak of New England autumn on a journey through the mountains and fields of central Massachusetts. This trail event offers three distances crossing state borders for runners seeking adventure on the Midstate Trail.
Inaugural trail event in Dublin NH with a 5K and a 1 mile kids fun run on October 10, 2026 supporting the Dublin Consolidated School PTO.
A fundraiser at the Winston Prouty Center on October 10, 2026 featuring a 5K trail run, a half-mile Little Leaf Dash for children, family activities, prizes, and childcare.
A 5-mile mountain trail race at Granite Gorge Mountain Park in Keene, NH, featuring four up and down loops, 1650 ft total ascent, and proceeds to Keene Community Kitchen.
November 2026
Hugs From Vets Trail 10Kish in Henniker, New Hampshire on November 1 features a mixed trail and country road course and raises funds for American Legion Post 78. The field is limited to 150 participants and awards are given to overall and age group t..
A backyard ultra weekend at Kenty’s Farm with a 4.16667 mile loop, Last Runner Standing format, and timed 6/12/24/48-hour events plus themed community hours.
Timed loop running events in New Boston, NH with a 4.0 mile loop and options from six to thirty hours, chip timing, relays, teams, and a central aid station.
Trail 5K at Temple Mountain Reservation featuring a double summit via the Wapack and Beebe Trails, one aid station, spectators welcome and no pets allowed.
May 2027
Trail ultramarathons on the Wapack Trail in Ashburnham, MA with 21.5, 43, and 50 mile options over rocky, technical terrain and significant elevation gain.