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Enjoy the full Vermont experience: red barns, sunlit fields, babbling brooks, dirt roads, and four unique inns. Discover a side of Vermont you can't see by car. A four-day, self-guided meandering Vermont walking adventure.

Welcome to Vermont Inn to Inn Walking Tours

Vermont Inn to Inn Walking Tours offers the most independent and relaxing way to observe Vermont’s natural beauty, while staying in charming bed and breakfast inns along the way. Explore South Central Vermont’s historic attractions, old-fashioned swimming holes, quaint bookshops, antique shops, picturesque lakes, and mountain streams. Maybe you’ll even catch a glimpse of Vermont’s magnificent wildlife.

Set your own pace

Each day’s tour is unique and offers varying terrain ranging from “nearly flat” to “gentle slopes” and “steady, sustained uphill/downhill grades.” As the old Yankee farmer says, “VERMONT AIN’T FLAT“! Set your own pace and walk as much or as little as you wish. The routes are determined to provide you with the most fruitful experience. However, if you predict that the routes are too long or challenging, talk with us in advance and we’ll discuss options to modify the distances.

How it works

You will arrive at one of the Southern Vermont inns the evening before the walk. The next morning after breakfast, you will be given a route map and snacks for the day. Your route will average approximately 10 miles. The Innkeeper will transport your bags to the next bed and breakfast so that your bags are ready for you when you arrive later in the day. At the next B&B, you will have the opportunity to clean up, relax and enjoy a great evening meal (specialty dish) prepared by the Innkeepers. The next three days each offer another great country/gourmet breakfast, a different route leading to the next B&B, another great evening meal, and an experience of a lifetime!

The walk is in a large 40+ mile circle, so your last day’s walk will return you to the first inn where your car is parked and waiting your arrival.


COVID-19 ALERT: Travel Requirements and Cancellation Policy

New reservations:

We are now accepting reservations for 2021. It is your responsibility to know Vermont’s travel restrictions before booking. If you can meet the state’s requirements, we would love to reserve your dates for your Vermont Inn to Inn Walking Tour. Please do not make a reservation now in hopes that the travel restrictions will be lifted by the time of your travel. We will not offer refunds for guests who cannot meet the travel restrictions.

Email or call (833) 466-2466


— Ready to Explore at Your Own Pace? —

Call 833-INN-2-INN • (833) 466-2466

Yesterday four of us completed our Vermont Inn to Inn Walking tour and it was fantastic! Each inn had its own unique charm and all were very comfortable and extremely clean. The hosts were all so welcoming and helpful. The meals/breakfasts were unreal. Before the first night I had never spent a night in a bed and breakfast, but I will certainly be back.

The walk itself was not always easy, but it was a walk not a hike that utilized country roads for the most part. The route took us past some beautiful farm country, through quaint villages with cool stores (The Vermont Country Store in Weston was awesome!). We strolled past mansions and hunting shacks, along rippling trout streams, state forest lands and old cemeteries.

Everything about our trip was first rate down to directions and snacks. If you are a person who loves a good walk, and great hospitality, I highly recommend booking a trip with Vermont Inn to Inn Walking.


Steve Erdody
Milford, NH

Featured in Yankee Magazine

An inn-to-inn walking adventure lets travelers discover a side of Vermont that you just can’t see by car.