About the Woodstocker B&B

A Woodstock, VT inn


About Woodstock, Vermont

Red facade of a federal style building with many windows, the sign Gillingham's General Store, a snow-covered tree and sidewalksNamed by Conde Nast Traveler one of the most beautiful towns in America, Woodstock, Vermont presents the quintessential New England landscape of historic homes surrounding a Green, white steeple church, and rolling hills leading to charming hamlets.

Woodstock is nestled on a bend of the Ottauquechee River in central Vermont, less than 2 ½ hours from Boston, 4 ½ hours from New York City, and 3 hours from Montreal. It is easily accessed from I-91 and I-89 intersecting 20 minutes east, or from scenic route 100 to the west.

Sightseeing opportunities abound, from historic visits to outdoorsy experiences. Our favorite, all-in-one visit starts and ends right at our door step and combines accessible hiking from Faulkner Park, incredible vistas of Woodstock, VT from the top of Mount Tom, architecture, art and history at the Rockefeller Mansion, history and ecology at Billings Farm and Museum, and shopping and lunching in Woodstock. With exceptional skiing in Killington and Suicide Six, Quechee Gorge and Simon Pearce 15 minutes east of Woodstock, a golf course and world-class spa open to the public at the Woodstock Inn just a short stroll down the road, there is simply never enough time to enjoy everything that Woodstock, VT has to offer. Winter activities may include skiing and snowboarding, snowshoeing, cross country skiing, or ice fishing, while the warmer months are ideal for hiking, biking, fly fishing, and leaf peeping in the fall.

Click here for the top 12 Things to do in Woodstock during the Winter, and here for ideas to craft an ideal 3-day stay in the warmer season.

All the shops in Woodstock, VT are independently owned. From the historic General Store, Gillingham’s, to the bookstore, Yankee Bookshop, to the pharmacy, art galleries, quality clothing, home décor, gift shops, jewelries, cafes and restaurants conspire to create a picture-perfect décor and charming atmosphere — all within a short walking distance of The Woodstocker B&B.

green twig

About The Woodstocker Bed and Breakfast

White facade with small front porch, green trim, US and Vermont Flags, two windows on each side.and a front yard with colorful leaves.The Woodstocker B&B is ideally located at the West entrance of Woodstock, VT and within a short walking distance of the town’s shops and restaurants. The house dates back to 1830 and became a Bed and Breakfast several decades ago. It has the quirky charm of an old farmhouse, with original posts and beams in the dining room, slanted ceilings in the second floor, and original wooden floors.

Check-in & Check-out

Most of our guests have expressed that they prefer the self check-in, self check-out option. As innkeepers, we make ourselves as discreet as possible while ensuring attentive service. We find that this way, guests feel more relaxed and can make themselves more at home, which is our goal. We live on the property and are always just a text message away.


The Woodstocker B&B boasts 9 spacious bedrooms, some with large seating areas, including 2 suites and a junior suite. The junior suite, Mount Mansfield, and one of the suites, Morgan Horse, are appointed with their own infrared sauna, while the other suite, Mellow Moose, offers the privacy of a small terrace complete with Adirondack chairs.

Each room is decorated differently, and each has unique features: from Whispering Wolf and its twinkly-lit bed, to Woodstock with its twin clawfoot tubs, or Club W with the red sink and tub, you are sure to find the atmosphere to compose your unique getaway! All bedrooms are appointed with a king size bed and a private bathroom. Amenities include plush robes and spa slippers, hair dryers, as well as bathroom products made just for us by Whisper Hill in Quechee using essential oils. Iron and iron boards, as well as a steamer, are available upon request.

Common Areas

Several common areas will make your stay comfortable and homey: a living room, a library, a dining room, as well as a guest kitchenette with 24/7 access to teas, coffee, a mini fridge, cups and glasses. Please BYOB and enjoy your beverages throughout the Bed and Breakfast. In the warmer months, enjoy your breakfast on the deck and take in the sun in the garden!


We offer a breakfast menu with 5 to 8 choices. All items on the menu are homemade entirely from scratch, including our daily brioche. We source our products locally as much as possible, and choose organic ingredients. We believe in the comfort of a classic breakfast and pride ourselves in accommodating guests with dietary restrictions. Please check our Breakfast Page for our latest offerings.

 About the Innkeepers

We met as teenagers in the 80s, then went our separate ways. Much later our paths crossed again and we were still the perfect match. Newlyweds in our 50s, we came to realize that we wanted to create something together, something meaningful and people-oriented. We also wanted to live in a beautiful area with a welcoming community, and be able to ski as much as possible. Vermont, and Woodstock in particular, beckoned.

We became owners of the Woodstocker B&B in March of 2018. The innkeeping life has kept its promises and is more fulfilling than we anticipated! What we like most about it? Giving people a respite from their daily lives, a haven to recharge and reconnect.

We look forward to welcoming you at The Woodstocker!

Isabelle and Karim

In The Press

About was last modified: July 4th, 2024 by Isabelle Chicoine