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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. Your odds are very good that you will 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 choose to do smaller segments, we can make arrangements to pick you up along the way and transport you to the next inn along this Vermont tour.

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 days’ walk will return you to the first inn where your car is parked and awaiting your arrival.


We understand these unsettling times are difficult and so we have made two changes that will make your decision to book your reservation easier than ever:

  • No booking deposit required; just call and speak directly with our Innkeeper.
  • For Individuals that have already booked with us, we are extending the cancellation window 60 days out from the reservation date.  If you have to cancel or reschedule due to the public health travel advisories, you do not have to worry about losing a deposit that you have already made.  We will work with you!


— 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.