Antiques and Artisans: A Woodstock to Windsor Self-Guided Drive

About this activity

Vermont’s blend of history, craftsmanship, and beauty is best experienced on a scenic drive through its most charming towns. On this self-guided driving tour, you'll journey along picture-perfect roads, over historic covered bridges, and into the heart of the region’s artistic culture.

The tour starts in Woodstock, in what’s often called one of the most beautiful small towns in America. You’ll set off towards Quechee, passing through Taftsville to see its striking red covered bridge, one of the most attractive in Vermont. From there, you’ll have a chance to browse a bounty of antiques, vintage finds, and fine art at Vermont Antique Mall and BF Southgate & Company.

You’ll follow a historic route to Windsor that parallels the Connecticut River, affectionately known as the “Birthplace of Vermont.“ I’ll show you the Cornish-Windsor Covered Bridge, the longest wooden covered bridge in the United States, before you make your way back to Woodstock via West Windsor and South Woodstock.

Itinerary

1. Taftsville Covered Bridge · pass by

   You’ll pass by the historic Taftsville Covered Bridge, one of Vermont’s oldest covered bridges, known for its distinctive red hue and charming wooden structure.

2. Quechee Gorge · pass by

   You’ll catch a glimpse of Quechee Gorge, known as "Vermont's Little Grand Canyon," with its stunning views and dramatic cliffs carved by the Ottauquechee River. Any costs related to visiting the area are not covered in this tour.

3. Vermont Antique Mall · pass by

   You’ll pass by the Vermont Antique Mall, a treasure trove of vintage finds and local curiosities. Any costs related to visiting the mall are not covered in this tour.

4. Simon Pearce · pass by

   You’ll pass by Simon Pearce, a celebrated glassblowing workshop and retail store known for its fine handcrafted glassware. Any costs related to visiting the business are not covered in this tour.

5. Cornish-Windsor Covered Bridge · pass by

   You’ll cross the historic Cornish-Windsor Covered Bridge, the longest covered bridge in the U.S., spanning the Connecticut River between New Hampshire and Vermont. Any costs related to visiting the area are not covered in this tour.

6. SILO Distillery · pass by

   You’ll pass by SILO Distillery, a local craft distillery known for its small-batch spirits and tasting room. Any costs related to visiting the distillery are not covered in this tour.

Meeting point

Everyone meets at the meeting point.

End point: The tour ends at The Green, back in Woodstock, at the end of South Street.

Good to know

• Suitable for all physical fitness levels

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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