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.

COVID-19

Vermont does not have any current travel restrictions or state mandates related to COVID-19, and all our inns are operating with the health and safety of our guests and staff as the top priority. The standard cancellation policy applies to all new reservations.

If you have specific questions or concerns related to COVID-19, please

Email vermontinntoinnwalking@gmail.com or

Call (833) 466-2466

Reservations

— Ready to Explore at Your Own Pace? —

Call 833-INN-2-INN • (833) 466-2466

Contact Us Online

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self guided walking tour

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.

Read the Article
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
My daughter and I did the inn to inn in June. Everything was so well coordinated. The innkeepers are friendly, professional and very accommodating. Wonderful rooms and meals. The walks are beautiful!
Hayley Kazen
Hayley Kazen
00:04 24 Jun 21
My husband and I just completed this trip and it was wonderful! All we had to "worry about" were the walks! Our luggage made it seamlessly from inn to inn, the food was wonderful-beautiful dinners, breakfasts and perfect hiking snacks each day. The hosts at each inn took great care of us and we met some really great people as well!
Sue Wasienko
Sue Wasienko
11:02 28 Jun 21
My mother, sister and I just completed our journey with the Vermont Inn-to-Inn Walking Tour and cannot praise it enough. Each inn has its own lovely charm and everything is extremely organized and thought-out. The food is delicious, the scenery is gorgeous and you might meet some new friends along the way 🙂 My group highly recommends!!
Molly Drake
Molly Drake
19:17 28 Jun 21
My husband and I just finished the walking tour yesterday. We were hoping to see a bear or a moose in the woods but no such luck. We did see a fox run by. The walks were beautiful. It was a very hot day yesterday, but most of the uphills were shady with a nice mountain breeze blowing in the wind. The inns were all unique which offered a variety of wonderful accommodations and delicious food. The innkeepers were so helpful. They came by to check on us doing our walk yesterday offering a ride or a cold water bottle. All and all we had a great time and met some really fun people. I would love to do this in the fall when the leaves are changing.
Cathleen Pegg
Cathleen Pegg
13:13 29 Jun 21
Excellent experience! The accommodations were incredibly beautiful and comfortable; the food was 5-star all the way; and the hosts were amazing - friendly, accommodating, and very helpful. It was a great trip! We went in early August, and the hot weather, plus my wife’s frail health meant we couldn’t do all the mileage. The innkeepers went out of their way to help us, dropping us off part of the way along the trail, which meant we could at least do some of the walking. I give the hosts and the inns 5 stars all the way, but do listen to their warnings that ‘Vermont ain’t flat!’. Lots of hills! I’m a long-distance runner, but even my legs were singing the blues at the end of the day. Special thanks to Bernie, and to Julie at the Golden Stagecoach for their kindness. And did I mention the food was great!
Doug Sadler
Doug Sadler
19:54 09 Aug 22
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