The Overland Bike 2026 — Brownsville, VT

Date
August 15, 2026
Location
Brownsville, VT
Venue
449 Ski Tow Rd
Start Time
9:00 AM
Events
Overland Bike, Overland Trophy
View RegistrationOfficial Race Website
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. Registration: https://www.bikereg.com/overland

Hotels Near This Race

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The Overland Bike 2026 — Brownsville, VT

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Race Travel Insurance

Don't forget travel insurance for August 15.

You've trained for months and booked a trip to Brownsville, VT. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.

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Frequently Asked Questions

When is The Overland Bike 2026 — Brownsville, VT?

The Overland Bike 2026 — Brownsville, VT takes place on August 15, 2026. The race is held in Brownsville, Vermont.

Where is The Overland Bike 2026 — Brownsville, VT held?

The Overland Bike 2026 — Brownsville, VT is held at 449 Ski Tow Rd in Brownsville, Vermont.

Where can I find hotels near The Overland Bike 2026 — Brownsville, VT?

RaceHotelFinder shows hotels sorted by distance from the race venue in Brownsville. Use the map or list view on this page to compare options and book race weekend accommodation.