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Choose your season • Choose your starting inn • Select your dates
Book Your Walking Tour
*2027 bookings open in December 2026. Explore the tour dates and starting inns below, and join our email list to hear when reservations open.
ⓘ Booking Tip: Availability varies by starting inn.
If your preferred date is sold out - please check the other starting inns - the same departure date may still be available from another location. All tours include the same four inns and walk in the same direction. The only difference between tours is where you start.
Interested in reserving the Vermont Inn to Inn Walking Tour?
"If you do not hear from us within 2-3 days, please call us. Sometimes digital technology gets twisted in knots on its way to Vermont."
Fill out the form below and we’ll get back to you as soon as we can.
2026 Tours are Sold Out
The 2026 Vermont Inn to Inn Walking Tour is now completely sold out. We are incredibly grateful for the overwhelming response. Planning for 2027? Join our email list to be among the first to receive updates on 2027 dates, rates, and booking information.
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Explore Southern Vermont
Extend your trip and explore more of what Southern Vermont has to offer!
Outdoors & Waterfalls
Southern Vermont’s forests, rivers, and mountain trails invite you outside in every season. Discover nearby waterfalls, swimming holes, and scenic places to explore at your own pace.
Arts & Theater
Southern Vermont’s creative spirit comes alive in intimate theaters, galleries, and artisan studios. Enjoy a performance, browse local artwork, or meet the makers behind it.
Farms & Food
Discover farm stands, farmers markets, maple producers, and locally made treats throughout the region. Taste what’s in season and meet the people who grow and create it.
Shopping & Antiques
Browse independent shops, antique centers, bookstores, and galleries filled with one-of-a-kind finds. Take home something with a little Vermont history and character.
Historic Villages
Wander through postcard-worthy village centers lined with historic homes, churches, and covered bridges. Slow down and explore the distinctive character of each community.
Museums & Historic Sites
Step into Vermont’s past through presidential homes, working farms, and places that helped shape American history and industry.
Seasonal Events
From summer concerts and country fairs to fall festivals and holiday traditions, there is always something happening. See what’s on during your stay and experience Southern Vermont in season.
Covered Bridges
Discover historic covered bridges tucked among river valleys, village roads, and scenic countryside. Each one offers a glimpse of Vermont’s enduring craftsmanship and character.
Worth the Drive
Have an extra day to explore? These iconic Vermont destinations are farther from our inns, but well worth the journey.