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Vermont Overland Grand Prix

The Overland Bike

August 23 2025
West Windsor Vermont
Date Confirmed
 
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Distances: 55 miles
Difficulty: Extreme terrain with frequent steep hills and long sustained climb
Limited to: 500 riders Participants

The Overland is a 55-mile (distances fluctuate based on years/course) dirt road bicycle ride featuring close to 7,000 feet of climbing, eight sectors of Class4 Roads (unmaintained ancient public through-ways), two sag stops, a magnificently scenic route and an awesome party afterwards. It’s the ultimate overland adventure ride. Open dirt roads, amazing scenery and an epic course unlike any you’ve ever ridden before, all within a beautiful Vermont pastoral setting.

The purpose of this race is to promote the wonderful world of overland adventure riding and to benefit the Reading/West Windsor Food Shelf, Ascutney Outdoors and WAMBA–all integral organizations in the event’s host towns of Reading/West Windsor/Woodstock.

Vermont Overland Grand Prix

 
Start Located At: Ascutney Outdoors, Ski Tow Road, West Windsor, Vermont
 
 
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