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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

We just returned from our walking tour.  If we could have, we would have gone for a second lap.  Each of the four inns had its own character, but each offered the same wonderful hospitality and top-notched accommodations and meals.  We met friendly, interesting fellow walkers who were “birds-of-a-feather”…people who live to travel and travel to live.  Each day of walking offered beautiful scenery and well thought out routes.  Thanks to these wonderful inn-keepers who made this a truly memorable experience!

Eric Meck

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.

Fantastic experience with this program. Super fun to experience the different Inns and the unique walks each day. The Inn-Keepers have different styles but were all very attentive. The quality of food, cleanliness of the Inns and service were all excellent. Let go of your car for a few days, spend real quality time with your mate and enjoy the many hours that you'll have to talk, walk, listen, walk, pray and, did I say - walk. For me, it was a pleasant workout! Best couple vacation that my wife and I have had in many years!
John Turner
John Turner
19:01 21 Aug 20
Our experience began via email with Courtenay and she was very responsive and helpful particularly as things got tricky with the new VT rules in reference to COVID19. Fortunately it all worked out and we completed the walking tour and had an amazing time!We found that all of the Inns worked well together to create a memorable experience for us. Overall, the accommodations, food, helpful hints, friendly hosts and walking routes were fabulous. Thanks for the great time!!
Sally Haskell
Sally Haskell
22:11 23 Sep 20
If we were reviewing the Inn experience, the rating would easily be 5 stars. The walking part was pleasant enough, but can be tedious. Each inn and owner has a unique personality, and went out of their way to be of service. Our walk's schedule partially overlapped with four other couples, and we enjoyed their company (although, generally you do not walk together, but socialize at meals). This aspect is way different than the Marriott's where we usually stay and rarely talk to anybody. Our first day, it rained moderately the whole time, but was pleasant nonetheless. So weather need not ruin your day (although a second day of rain would not have been amusing). Please take advantage of rides offered that get around steep hills or shorten the walk a bit. Walking ten miles a day for four days is more than most of us, even fit and active people, can do enjoyably. There is no pressure or reason to walk the entire course, but most of us cannot take the hint when the ride is offered by the innkeepers.
Jonathan Harris
Jonathan Harris
12:30 21 Jun 19
Fabulous experience! Each Inn had their own personality and the Inn Keepers couldn't do enough to support your walk! Healthy breakfast, snacks, dinner included in the fee. It's a self guided walk at your own leisure, supported by a detailed, travel guide provided by your Inn keeper; different terrains, hills, beautiful scenery - a bucket list must!
Angelina Zabbo
Angelina Zabbo
23:52 15 Jul 19
Nicholas Perkins
Nicholas Perkins
21:50 09 Mar 21