Google Rating
Based on 24 reviews
Facebook Rating
Based on 16 reviews

Welcome to Vermont Inn to Inn Walking Tours

Self-Guided Walking Tours

Vermont Inn to Inn Walking Tours offers the most independent and relaxing way to observe Vermont’s natural beauty while staying at charming country inns along the way. Take our self-guided walking tour and explore Southern 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 self-guided walking 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 designed 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 our partner Southern Vermont inns in time for dinner the evening before your self-guided walking tour. During dinner you will receive the route map for the next day’s walking tour, which will range from 7 to 13 miles. After breakfast the next morning you will receive snacks for the day and then head out on your first self-guided walking tour. The innkeeper will transport your bags to the next bed & 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—a specialty dish—prepared by the Innkeepers. The next three days each offer another great gourmet country breakfast, a new and 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 self-guided walking tour will return you to the first inn where your car is parked and waiting your arrival.


— Ready to Explore at Your Own Pace? —

Call 833-INN-2-INN • (833) 466-2466

Featured in Yankee Magazine

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

2023 Photo Contest Entries and Winners!