Brattleboro
Trail Running Calendar near Brattleboro 2026-2027
Explore the top trail runs near Brattleboro for 2026-2027! We've gathered 4 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 5 mile mountain yo-yo race at Granite Gorge Mountain Park with four up and down laps, 1650 feet of elevation, benefiting the Keene Community Kitchen.
November 2026
A spooky themed 5k trail fun run and walk on the West River Trail in Londonderry on Nov 1; costumes are encouraged.
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.
October 2027
Fourth Annual CLTA 5K in Bondville, VT on October 2, 2027 honors Major General KO Sanborn; proceeds support veterans' charities and The Mountain School.