Walking & Hiking the best parts of the best of Vermont’s celebrated trails and hidden footpaths

Vermont invites you to relax, unwind, and get in touch with Nature.  A trip on foot is a spectacular way to enjoy Vermont’s unspoiled scenery.  In 2025, Inn to Inn (Country Inns Along the Trail) is celebrating our 50th year offering the best hiking and walking vacations in Vermont.  Explore countless options, from famous hiking trails to nearly-secret mountain paths, and pamper yourself at some of Vermont’s finest country inns.  We have created vacation packages which provide just the right blend of challenge, serendipity, and relaxation.

Independence is an attractive feature.  Our popular self-guided hiking and walking trips offer you maximum flexibility.  There is no long, tedious slog or forced march:  you will hike the most worthwhile parts of the best Vermont trails and footpaths.  We’ll give your our suggestions for hikes near each of your inns through an app you’ll get from us well in advance of arrival.  The app will include our “best trail for the day” #1 top recommendation for each of your inns, but be sure to make full use of a great resource while on your trip: each innkeeper will provide you with a paper map and advice about their own favorite hikes in the area near their inn, as well as their knowledge of current trail conditions.

The hiking/walking season runs from about the second week of May (though some higher-elevation trails like the Long Trail are closed until Memorial Day to let them dry out from mud season) through about the third week of October.

Our popular Vermont hiking/walking program is offered as a three-, four-, or five-night  itinerary checking in Sunday, Monday, or Tuesday afternoon and departing Wednesday, Thursday, or Friday mornings.  Please see details on our self-guided Vermont hiking/walking page.