Distances & Start Times
Overland Bike · 55 Miles 9:00 AM start -
Overland Trophy 9:00 AM start -
Fees shown are the current listed entry fees — check the registration page before you go.
Sat, August 15, 2026
The Overland Bike
Brownsville, Vermont
Registration Listed Gravel
55 Miles
About This Event
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. com/overland
Common Questions About the The Overland Bike
When is the The Overland Bike?
The Overland Bike is scheduled for Sat, August 15, 2026 in Brownsville, Vermont. Confirm the start schedule on the registration page before race morning.