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    Self-Guided Inn-to-Inn Trips

    Walk epic trails, sleep in comfort, never carry more than a day pack as your luggage is moved to your next hotel you hike to

    All trips are self-guided so you have the flexibility to experience at your own pace with the people you want to be with. You’ll be provided expertly curated hiking routes and easy-to-follow trail navigation through cool towns around the United States.

    Trips are structured so you can enjoy the joys of a point-to-point hike with the comforts of staying in hotels (no camping or cooking on the trail!). Your luggage is moved to the next hotel you'll be hiking to, so you never need to carry more than a day pack.

    Trips - Hudson

    Hiking in

    Hudson Valley, New York

    Escape to forested mountains, sweeping river views, rich history, and the famous Appalachian Trail. The Hudson Valley is a beloved destination for hikers and city dwellers to reconnect with nature. Just an hour north of NYC, this trip captures the full beauty of the Hudson Highlands in an unforgettable experience.

    Moderate - Advanced

    May - November (best months)

    Trip - Damascus

    Hiking & Biking in

    Damascus, Virginia

    Nestled in the heart of the Appalachian Mountains, Damascus is where breathtaking mountain vistas, lush forest trails, and small town charm collide. You'll bike on the historic Virginia Creeper Trail across picturesque wooden trestles (bridges) and hike on the famous Appalachian Trail.

    Easy - Moderate

    May - June, Sept - November (best months)

    Trips - ParkCity

    Hiking in

    Park City, UT

    Utah's high elevations bring cooler air, crystal alpine lakes shimmer in the sun, and trails weave through aspen groves and wildflower meadows. Among the Wasatch Range’s summer playgrounds, Park City shines brightest, offering not only world-class trails but also the perfect town-to-trail connection.

    Easy - Moderate

    July - October (best months)

    Trip - Sedona

    Hiking in

    Sedona, Arizona

    Escape to see breathtaking red rock landscapes! You’ll start near Uptown, close to its vibrant local art culture, and into Western Sedona to experience some of its well-known as well as some quieter trails around its famous sandstone red rocks.

    Moderate - Advanced

    October - May (best months)

    More itineraries being tested

    Stay tuned!

    Learn from

    First hand experiences and Inspirations

    Have you wondered why "hut to hut" hiking is all over Europe but not here in the US? Historical culture: In Europe, the ...

    When a coworker told me that her recent read made her think of my love for active outdoor vacations, I had to read it. ...

    This one is a short entry as I really want to put the spotlight on my fantastic outfitter partner Adventure Damascus ...

    Testimonials