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Trail Running calendar near Brattleboro 2026-2027

We have found 123 Trailruns within 80 miles of Brattleboro. See below where and when you can find the races.

TARC Winter Classic

Stoneham - 78 mi from Brattleboro

TARC Winter Classic offers 8 32 and 40 mile trail races on the rugged Middlesex Fells Skyline Trail with roots, rocky climbs and occasional Boston skyline views. Affordable entry and proceeds support land conservation.

Krampuslauf

Lyme - 69 mi from Brattleboro

Race Mozey brings the Central European Krampus Run tradition to New England. Choose from a 5K, 10K, or a 9-hour challenge to complete laps at the Dartmouth Skiway. Finishers get medals, and the event supports Vermont Adaptive Ski and Sports..

April 2027

Run Across CT

Thompson - 69 mi from Brattleboro

A 123 mile point to point ultramarathon across Connecticut featuring about 57 miles of trail, a 36 hour cutoff, solo and relay options, and belt buckles for 200K finishers.

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