Trail Running calendar near Plymouth 2025-2026

Run the Westmore Mountain Challenge in East Charleston, Vermont, a rugged mountain trail loop visiting five peaks over about 26 miles with 6,142 ft of climbing. Proceeds support NorthWoods and entries are limited to protect trails.

Experience the Vermont 50 at Ascutney Outdoors with 50 mile mountain bike, 50 mile and 50 km ultras, relays and family fun rides. Now in its 33rd year, the weekend supports Vermont Adaptive and has a festival vibe.

Run the Midstate Massive Ultra Trail on October 10 to 11, 2026 across central New England, a UTMB Index point to point ultramarathon along the Midstate Trail. Choose 100 mile, 50 mile or 50K courses that wind through mountains, fields and r..

Run the Trapp Lodge Mountain Marathon in Stowe, Vermont, with marathon and half options on a scenic 13.1 mile loop through Green Mountains trails. Expect steep climbs, scrambling and big elevation changes amid Vermont views.