New England's Most Charming Getaway

The Jackson

A historic gem with timeless style combined with modern conveniences in Woodstock, Vermont – widely recognized as one of the most beautiful villages in America. Experience the charm of a refined English country house combined with the casual comfort of Vermont.

We invite you to make yourself at home amongst our old-world architectural details, superbly crafted woodwork, and eclectic heirloom furnishings. Explore our thoughtfully curated collection of historical and contemporary art throughout guest rooms and lounge areas. The Jackson offers a rich and welcoming visual experience designed with timeless quality and guest comfort in mind. 

The Jackson sits on more than 3 acres of serene and graciously landscaped grounds. Gather with old friends or make new ones around the evening fire pit. Stroll the abundant perennial gardens and serene linden grove. Cross the footbridge over the brook and sit by the scenic trout pond. Our generous grounds combine with the elegant inn building to make the Jackson a perfect retreat for group gatherings or quiet reflection.

The Jackson offers a serene and spacious retreat yet is located just minutes from the heart of  Woodstock, hailed by many as one of the country’s most beautiful villages. Explore independently  owned shops, peruse art galleries, eat and drink at local restaurants and lounges, or see a show.  Venture beyond the village for hiking, alpine and Nordic skiing, swimming, golfing, and taking in picturesque Vermont scenery. See our detailed area guide for recommended local and regional  activities.

The Comfort & Care You Deserve

True beauty, true comfort, and true relaxation. At The Jackson, the rest of the world will melt away as you surround yourself with historic grandeur and enduring luxury. 

Picturesque Setting

Surrounded by the unmatched beauty of Vermont, The Jackson exudes a timeless charm with its elegant interiors, historic finishes, and modern comforts. We offer you a serene retreat and an unmistakable ambiance that perfectly blends classic allure with refined comfort.

Unmatched comfort

Each room at The Jackson is thoughtfully designed to provide a sanctuary of plush bedding, soft linens, and carefully curated décor.  Each detail is designed to feel both indulgently cozy and effortlessly relaxing.

Elegant Charm

Every corner of The Jackson reveals a story, beautifully told through the building’s historic past and lovingly restored present. Our friendly, attentive staff add to the inn’s allure, taking care of your needs and helping you feel at home, no matter where you’re from or how long you’re staying with us.

A Modern Take on a Historic Location

Built over a century ago, The Jackson has offered magnificent accommodations for decades. Now thriving under creative and modern ownership, this historic property has been carefully restored and upgraded to combine classic beauty with today’s comforts. 

Explore the timeless charm of Woodstock, Vermont, a delightful place to escape from the ordinary. Discover captivating independent shops, enchanting galleries, and skillfully crafted meals as you stroll through downtown. Then head out into some of the most picturesque scenery in the country and embrace the Vermont countryside. No matter the time of year, you’ll enjoy breathtaking sights and make lifelong memories.

At The Jackson, we provide our guests with thoughtful comfort, caring attention to detail, and exquisite hospitality, all surrounded by truly inspiring natural beauty. Each space at The Jackson has been carefully designed to create a uniquely magical experience, one that you will never forget. We’d love for you to become a part of The Jackson’s illustrious history and visit our fully restored, updated, and beautifully-landscaped inn. 

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