We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Sponsored by:
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Sponsored by:
2017-10-29 2017-10-30
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}

    Hugging Bear Inn & Shoppe

    244 Main St, Chester, VT 05143-9358
    Lowest prices for your stay
    1 room, 2 adults, 0 children
    Lock in the lowest price from our partners
    View Deal
    Traveller (9)
    Room & Suite (10)
    Hotel & Grounds (10)
    • Excellent56%
    • Very good30%
    • Average10%
    • Poor3%
    • Terrible1%
    Travellers talk about
    Free Wifi
    Free Parking
    Breakfast included
    Air Conditioning
    Non-Smoking Hotel
    Family Rooms
    Wheelchair Access
    2.5 Star Hotel
    All hotel details
    Oct 29Oct 30
    1 room, 2 adults, 0 children
    • Check booking site for details
      View Deal
    • Check booking site for details
      View Deal
    • Check booking site for details
      View Deal
    View all 31 deals
    Write a Review
    Reviews (56)
    Traveller rating
    Traveller type
    Time of year

    1 - 5 of 55 reviews

    Reviewed 4 weeks ago

    We have stayed in the Hugging Bear Inn a few times and have always been more than satisfied in every way. It is on the town green and a wonderful location during the annual craft fair. Laura and staff are wonderful. Breakfast is super and...More

    Thank Alan D
    Response from Laura T, Owner at Hugging Bear Inn & ShoppeResponded 4 weeks ago

    Always great to see you Alan. it is always a pleasure to make your stay go well. At least you get your own bathroom, hahaha. LOL! Best, Laura

    Reviewed 4 weeks ago

    What a shame that this delightful B&B and Shoppe is up for sale. If you like teddy bears - Hubby is a collector - this is the place to visit - at least while it's still in existence. We found some unique gift items for...More

    Thank Nancy N
    Response from Laura T, Owner at Hugging Bear Inn & ShoppeResponded 4 weeks ago

    Hi Nancy, Thanks for your post. We are still in business. We are working hard on finding someone perfect to continue the legacy that my mom, Georgette Thomas, created here. It is an amazing place with so much to offer so many. My mom used...More

    Reviewed 6 August 2017

    The Hugging Bear Inn & Shoppe was the most marvelous B&B. The location is right in the middle of town, conveniently located just across the street from several restaurants and the town center. The breakfast was also delicious, featuring apple or blueberry pancakes, maple pork...More

    Thank Rmiller92
    Response from Laura T, Owner at Hugging Bear Inn & ShoppeResponded 8 August 2017

    Thanks for your wonderful review. It is always a pleasure to have you and serve you. We aim to make your stay fun, comfy and relaxing. And of course any excuse for Vermont maple syrup!!!! :)

    Reviewed 22 March 2017

    Charming Victorian Inn in the center of Chester. Hosts were so nice and accommodating. Breakfast was cooked to order and normally served beginning at 8:00am. We wanted to get an early start on the mountain so they told us it would be no problem to...More

    Thank Jed P
    Response from Laura T, Manager at Hugging Bear Inn & ShoppeResponded 5 April 2017

    It was a pleasure to serve you!

    Reviewed 12 February 2017 via mobile

    This was our first stay at a bed and breakfast. We were initially a bit concerned about finding an inn that was gay friendly considering the atmosphere is more intimate than a normal hotel. We found the hugging bear inn on a site listing gay...More

    2  Thank Frank S
    Response from Laura T, Owner at Hugging Bear Inn & ShoppeResponded 13 February 2017

    Frank! So happy you had such a wonderful experience here. It is our pleasure to please you and bring comfort and a relaxing experience to all our guests. We enjoyed meeting you as well and hope you will not only visit us again but tell...More

    Motel in the Meadow
    49 reviews
    #1 of 1 hotels in Chester
    Timber Inn Motel
    93 reviews
    #2 of 5 hotels in Ludlow
    Grafton Inn
    342 reviews
    #1 of 1 hotels in Grafton
    Holiday Inn Express Springfield
    123 reviews
    #1 of 1 hotels in Springfield
    • Top amenities
    • Free Parking
    • Breakfast included
    • Free High Speed Internet ( WiFi )
    • Hotel Amenities
    • Free Parking
    • Breakfast included
    • Room amenities
    • Air Conditioning
    • Price range
    • US$128 - US$173 (Based on Average Rates for a Standard Room)
    • Hotel class
    • Room types
    • Family Rooms ,
    • Non-Smoking Rooms
    • Number of rooms
    • 6
    • Reservation Options
    • TripAdvisor is proud to partner with Expedia, Booking.com, Priceline, Travelocity, Hotels.com, Orbitz, Cheap Tickets and Hotwire so you can book your Hugging Bear Inn & Shoppe reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.
    • Location
    • United States >
    • Vermont >
    • Chester
    Add Photo Photos
    Traveller (9)
    Room & Suite (10)
    Hotel & Grounds (10)
    Sponsored by:
    Holiday Inn Express Springfield
    123 reviews
    13.22 km away
    Grafton Inn
    342 reviews
    10.29 km away
    Timber Inn Motel
    93 reviews
    15.76 km away
    Motel in the Meadow
    49 reviews
    2.23 km away
    Nearby Restaurants
    Moon Dog Cafe
    236 reviews
    .08 km away
    The Free Range
    214 reviews
    .09 km away
    Country Girl Diner
    177 reviews
    .98 km away
    MacLaomainn's Scottish Pub
    337 reviews
    .48 km away
    Nearby Attractions
    DaVallia Art & Accents
    39 reviews
    1.17 km away
    Country On The Common
    11 reviews
    .10 km away
    Sage Jewelry and Gifts
    14 reviews
    .09 km away
    Misty Valley Books
    9 reviews
    .04 km away
    Ask a question
    Questions & Answers
    2 September 2016|
    AnswerShow all 3 answers
    Response from Laura T | Property representative |
    All rooms come with bathrooms with showers. ! room has a claw-foot tub/shower combo.
    2 September 2016|
    Response from Rick S | Reviewed this property |
    Yes. Each room has a shower, sink, and toilet inside. Very small closets.
    Room Tips
    "Didn't stop in hotel only visited the shop"
    Read review
    "If it matters to you, ask for a room with a newer bathroom."
    Read review
    "Top level facing the main street can be warm if you there in the summer."
    Read review
    "Our turret room (#1) is probably the smallest room, with one queen bed. We loved it, but if you want more..."
    Read review
    Is This Your TripAdvisor Listing?
    Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing