The Hugging Bear Inn & Shoppe (Chester, Vermont)
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Bed & Breakfast
Stay in one of six guest rooms blending 19th century charm and modern touches, each with a private bath. Rooms accommodate couples, singles, families and children. And you will find a Teddy Bear in every bed! Included in your room rate is a hearty country breakfast, including Pure Vermont Maple Syrup. Seconds? Certainly!
Questions? Want to make a reservation? Call us at (800) 325-0519
Upcoming Events
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Teddy Bear Shoppe
Teddy Bear Shoppe

We are famous for the 10,000 bears that inhabit the Hugging Bear Teddy Bear Shoppe. Vist us in person or order by phone. We ship and are happy to help you find your perfect bear.

Many Steiff, Muffy Vanderbear, and Folkmanus Puppets are available.

Call us at 802-875-2412 if you are looking for a particular item.


Special Travel Packages
Special Travel Packages
The Hugging Bear Inn offers various special travel packages throughout the year. These offers are a great opportunity to stay in the heart of Vermont at special rates, and many include special gifts and extras to enhance your stay.
Visit our special travel package page for details and book your stay today!
Chester Featured "Yankee" Magazine
Chester Featured "Yankee" Magazine The village of Chester, Vermont, was featured in the article "O Little Towns of Vermont" in "Yankee" magazine. The article highlights things to do and see in Chester, especially around the holiday season, and the Hugging Bear Inn and Shoppe is highlighted as one of the places to shop. In part: "Chester (population 3,044) sits at the confluence of three state routes (five major roads all together). In winter, cars stream by heading north to Okemo Mountain. Few stop. If they did, they'd likely discover why Chester residents call their town "the Vermont you've been hoping to find."
"Moonlight & Mistletoe" Filmed In Chester
"Moonlight & Mistletoe" Filmed In Chester The Hallmark Channel holiday movie "Moonlight & Mistletoe" was filmed right here in Chester, Vermont. The front of the Hugging Bear Inn was decorated as Santa Claus' house and shown in the film. Main Street, especially the Fullerton Inn across the street, was prominently featured in many scenes as well. "Moonlight & Mistletoe," which stars Tom Arnold and Candace Cameron Bure, will hopefully become a regular holiday classic. Watch the film and then come to Chester and visit locations from the movie.
The Hugging Bear is a Green Hotel in the Green Mountain State
Proud Member | Okemo Valley Chamber of Commerce Chester, Vermont | The Vermont For All Seasons