Bed and Breakfast in Bennington, VT
4-Star Bed & Breakfast
Reasons to book
Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this bed and breakfast
Along with a restaurant, this bed & breakfast has a bar/lounge and coffee/tea in a common area. Free WiFi in public areas and free self parking are also provided. Additionally, a business center, conference space, and free use of bicycles are onsite.
Change of towels is available on request.
South Shire offers 9 accommodations with complimentary bottled water and bathrobes. Tempur-Pedic beds feature Egyptian cotton sheets, down comforters, and premium bedding. A pillow menu is available. 32-inch flat-screen televisions come with premium cable channels.
Recreational amenities at the bed & breakfast include complimentary bicycles.
Change of towels is available on request.
South Shire offers 9 accommodations with complimentary bottled water and bathrobes. Tempur-Pedic beds feature Egyptian cotton sheets, down comforters, and premium bedding. A pillow menu is available. 32-inch flat-screen televisions come with premium cable channels.
Bathrooms include slippers, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). In-room massages, hypo-allergenic bedding, and change of towels can be requested. Housekeeping is provided daily.
Recreational amenities at the bed & breakfast include complimentary bicycles.
The recreational activities listed below are available either on site or nearby; fees may apply.
Amenities at South Shire
Restaurant
Air conditioning
Non-smoking
TV
Bar
WiFi/Internet
Ski in/Ski out
Ironing facilities
Towels
Linens
Hairdryer
Map of Bennington, VT
Available Rooms
Ratings and reviews
10 / 10Outstanding·Jan 2026
A+ service, room we stayed in was perfect size with king bed. had an issue with heater first night but Inn Keeper was great to deal with and provided alternative heat source on first evening plus they have working fireplace (bonus++). We stayed 3 nights and just enjoyed ourselves during our visit. would definitely stay here again.
10 / 10Outstanding·Jan 2026
Loved the B and B. Joe was a great host. The house was warm and inviting. The restaurant which has Thai food was great. The chef was very nice. Antiques and replicas abound. Our room the golden room was beautiful. Our own bathroom. Fireplace in room. Decorated for Christmas. Location excellent. Rob and Colleen
10 / 10Outstanding·Dec 2025
Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!
5 / 10·Nov 2025
The house is a beautiful New England structure with a variety of rooms to choose from. Our room, the Gold room was luxurious and spacious with great light during the day. The "private bath" is across the hall requiring proper dress to exit the room and enter the bathroom. It's a small point but different nonetheless than in in-room bath.
The heating function was a bit tricky since it is an older hot water heat register that takes some time to heat up or down so you need to be mindful of time needed to adjust the room heat.
A couple of notes for the management (I was in the hotel business for 20 years) relate to the living room/parlor furnishings. There is an enormouse floral arrangement in the center of the room between the seating arrangements that obstructs the view of the front window. I would suggest moving it to a corner of the room to allow other guests to enjoy the view to the outside and adding a second table and chairs to take advantage of the room and view. Other guests are required to sit in the restaurant away from the living room area and it felt isolated.
Staff is casually under dressed for the surroundings of the inn. I would spruce them up a bit. The receptionist did not provide a greeting when we arrived and it felt we weren't welcomed adequately.
Overall, however, it's a beautiful place to stay and just needs a little more attention to the guest experience. I'm happy to talk with anyone should they desire.
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Top rated by guests
9.2Outstanding
(124 Ratings)
"A+ service, room we stayed in was perfect size with king bed. had an issue with heater first night but Inn Keeper was great to deal with and provided alternative heat source on first evening plus the..."
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