The Overland, Vermont

The 2023 Overland Bike will have a hard cap of 1000 participants (down from about 1500 last year). We feel that this is the ideal size for us, our towns, and ultimately rider experience. Juniors race for free (always), West Windsor locals have a guaranteed spot and we’re reserving space for women. All other aspects of the event, especially aid stations, will improve. Registration is not a lottery. First come, first serve. We hope you understand and will help us spread the word.

Vermont Overland 2019-72 (1).jpg

The Overland is a 55-mile (distances fluctuate based on years/course) dirt road bicycle race featuring close to 7,000 feet of climbing, eight sectors of Class4 Roads (unmaintained ancient public through-ways), two well-fortified 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.

  • Saturday, August 26th, 2023

  • Ascutney Outdoors, Ski Tow Road, West Windsor, Vermont

  • 55 Miles, 7,000′ climbing  

  • 10 AM Start.  Registration opens at 7 AM

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