Brattleboro
Trail Running Calendar near Brattleboro 2026-2027
Explore the top trail runs near Brattleboro for 2026-2027! We've gathered 3 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A themed 5k trail run and walk on the West River Trail in Londonderry, VT, with costumes encouraged and an aid station offering water and first aid.
Backyard ultra and timed 6, 12, 24 and 48 hour races near Winchendon MA on a 4.1667 mile mixed terrain loop with pompom hats for participants.
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.