THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Explore Vermont’s quieter side on a private, customizable backroads tour from Woodstock. Spend a day in an open-top Bronco visiting dirt-road overlooks, working farms, and historic villages tailored to your interests.
Explore Vermont’s quieter side on a private, customizable backroads tour from Woodstock. Spend a day in an open-top Bronco visiting dirt-road overlooks, working farms, and historic villages tailored to your interests.
Book with Vermont Wayfinders
Book directly with Vermont Wayfinders for the best rates and real-time scheduling.
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Operated by Vermont Wayfinders · Woodstock, Vermont
A tire-swing of a Bronco snaps open and the road narrows—dirt tracks unfurl between stone walls and working farms as the guide steers away from Route 4. The air smells of cut hay and wood smoke; Mount Ascutney watches from the west, a quiet high point that punctuates the skyline.
easy.
6–7 hours.
Light activity level; mostly seated with brief, easy walks and standing photo stops
This is a fully private tour for your party—routes and stops are customized to your interests and group size.
No—most of the day is spent in the vehicle with short, optional walks at viewpoints, farms, and village centers.
Yes—add-ons such as the Calvin Coolidge Homestead or Killington summit can be included depending on timing and availability.
For a full refund cancel at least 24 hours before the scheduled departure; same-day cancellations are non-refundable.
Many towns on this route grew around 18th- and 19th-century mills and dairy farms; Plymouth is also home to the Calvin Coolidge Homestead, the childhood home of the 30th U.S. president.
Respect working farms by staying on roads and paths, pack out waste, and prioritize locally owned businesses to support sustainable rural economies.
Vermont Wayfinders operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Vermont Wayfinders
Book directly with Vermont Wayfinders for the best rates and real-time scheduling.
Reserve Now