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Obstacle Race Calendar near Pittsfield 2026-2027

Monthly updates for Pittsfield

Get new running races (and updates) in your inbox every month.

Explore the top obstacle runs near Pittsfield for 2026-2027! We've gathered 5 exciting races in the area. Check out our detailed list below to find your next local race.

May 2026
Experience the original Spartan Trail Race through the steep climbs and winding trails of the Green Mountain National Forest. Choose from distances between 10 and 200 miles for a true endurance test in Pittsfield Vermont.
June 2026
Test your physical and mental limits during this seventy two hour endurance challenge in Pittsfield Vermont. Navigate rugged forests and steep mountains while facing unpredictable tasks and grueling obstacles.
Test your limits at this three stage endurance event in Vermont featuring challenges across 4, 12, or 24 hours. Participants can progress through multiple tiers of the Hurricane Heat at the scenic Riverside Farm.
Test your endurance at Riverside Farm with a 24 hour challenge in the Green Mountains of Vermont. Complete as many 2 mile loops as possible while navigating 970 feet of elevation gain per lap.
September 2026
Test your limits at the birthplace of Spartan Race in the Green Mountains of Vermont. Choose from distances ranging from 5km to 50km featuring steep climbs and rugged off trail descents at the iconic Killington Ski Resort.