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Exterior & Views 1, South Shire, Bennington
Bedroom 2, South Shire, Bennington
Bathroom 3, South Shire, Bennington
Food & Drinks 4, South Shire, Bennington
Food & Drinks 5, South Shire, Bennington
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Guest House

South Shire

Bennington, Vermont

The Fun Awaits

Near shopping centers
Near shopping centersOnly 387 m to Fiddlehead at Four Corners and 1.3 km to Bennington Potters Yard
Suitable for your business trip
Suitable for your business tripStay productive with a dedicated workspace and business facilities.

Reviews

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4.4/5
GoodFrom 50 reviews
5.0/527 Feb 2026
Andrew
Charming B&B style hotel in beautiful Bennington, VT.
5.0/55 Jan 2026
TROY • Couple Trip
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.
5.0/53 Jan 2026
Mike • Family Trip
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
5.0/55 Dec 2025
Roseann • Couple Trip
Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!
5.0/52 Nov 2025
Jeffrey • Couple Trip
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.
5.0/531 Oct 2025
Stephen • Couple Trip
Very cool rooms. Al different and many with fireplaces. Friendly staff
5.0/513 Oct 2025
Julie • Couple Trip
Quiet, peaceful stay!
5.0/57 Oct 2025
Deanna • Couple Trip
A unique historical property, the furnishings are all lovely antiques. The parlor room is a beauty and it was so nice to have a cup of tea there at the end of the day. Everyone is friendly and accommodating. It was like staying at your great aunt's glamorous home...welcoming and comfortable. The bed was amazing!
5.0/511 Sep 2025
Kristy • Couple Trip
A wonderful little hotel in what was once a family home. The hotel has personality and a wonderfully cozy ambiance. The host was very personable and polite, and was a joy to converse with. The room had great personality, and each room has their own individual style. Our room had plenty of space to move around, and did not feel stuffy or confined. The bed was an incredibly comfortable four-poster. We will definitely mark this as a hotel to revisit whenever we are in the area.
5.0/56 Sep 2025
Verified traveler • Couple Trip
Nice place to visit while in Bennington. Walking distance to downtown and a nice quiet neighborhood.
5.0/528 Aug 2025
Jennifer • Family Trip
Beautiful place to stay
5.0/516 Aug 2025
GARY • Trip with Friends
This inn is a trip back in time. Antique everything, which I loved but some wouldn't. No tv or refrigerator came with the room, and there weren't a lot of outlets either, but the place is beautiful. It all depends on what you are looking for. The other thing is that its a long way up a spiral staircase to the second floor with no elevator, so if you aren't good with stairs it probably isn't good for you. Still a beautiful house that the owners have restored to near original condition with antique furniture, etc...
5.0/528 Jul 2025
Kate • Couple Trip
South Shire is a beautiful place filled with history and character. The staff were wonderful; kind and attentive. They were welcoming to us and our pup throughout the stay. We were very happy with the quality of the mattress and linens as well as the ac being nice and cold on a very hot day (not always things you find in an older bed and breakfast.) We would absolutely stay here again.
5.0/525 Jul 2025
Rosemary • Family Trip
Cute place to stay walking distance from brewery.
5.0/525 Jul 2025
Alan • Couple Trip
Beautiful Victorian mansion and furnishings. Excellent continental breakfast. Easy walk to historic downtown Bennington.
5.0/517 Jul 2025
Jonathan
Interesting hotel in special old building;friendly personnel, superb Thai restaurant. A real surprise
5.0/510 Jul 2025
Frederic • Solo Trip
very nice highly recommend
5.0/55 Apr 2025
bart • Family Trip
The property owner is very friendly and knowledgeable.He spent a number of years abroad and the decoration in this old Victorian represents his travels.There is also a thai restaurant incorporated inside the house
5.0/523 Feb 2025
Joy • Family Trip
The property at South Shire is beautiful and quiet. We have stayed at a few places in Bennington and it can be hit or miss. The bed in our room was very comfortable and there was also a fireplace and a deep spa tub. Just know that if you book a room for 3 and it is not specified that there is more than one bed they will have to pull in a mattress.
5.0/517 Feb 2025
Suzanne
The Southshire is a beautiful vintage home with original details, great charm, working original fireplace in the large cozy wood paneled parlor. There are games, large comfy sofas, and bookcases full of every genre of books for reading. The dining room is lovely and quaint. My room in the carriage house was very large and furnished with antiques and a working fireplace. Joe, the owner, was extremely nice and very accommodating. He even spent a half hour with me digging my car out of the snow and ice and literally pushing my car out of a snow pile! I can highly recommend a stay at this charming Inn if you are looking for true New England authenticity. Thank you Joe for making this a special place.

Location

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124 Elm St, Bennington, Vermont, US
All distances are measured in straight lines. The actual travel distance may be different.

Accommodation Rules

Announcement

Guests are required to show a photo identification and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.Please inform in advance of your expected arrival time. You can use the Special Requests box when booking, or contact the property directly with the contact details provided in your confirmation.Guests under the age of 18 can only check in with a parent or official guardian.
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Check-in Procedure
Check-in3:00 PM-7:00 PM
Check-out11:00

  • Extra-person charges may apply and vary depending on property policy
  • Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
  • Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
  • This property accepts credit cards, debit cards, and cash
  • This property reserves the right to pre-authorize the guest's credit card prior to arrival.
  • Cashless transactions are available
  • Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

This property offers transfers from the airport (surcharges may apply). Guests must contact the property with arrival details before travel, using the contact information on the booking confirmation. The front desk is open daily from 8:00 AM - 7:00 PM. If you are planning to arrive after 7:00 PM please contact the property in advance using the information on the booking confirmation. The front desk is staffed during limited hours. Information provided by the property may be translated using automated translation tools.

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Want to check in early? Fill out the Special Requests form on the booking page.

More Policies
  • The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
  • Cashless payment methods are available for all transactions.
  • Contactless check-in and contactless check-out are available.

About South Shire

South Shire Location
With a stay at South Shire, you'll be centrally located in Bennington, steps from Green Mountain National Forest and 4 minutes by foot from Bennington Arts Guild Gallery. This bed & breakfast is 0.3 mi (0.4 km) from Fiddlehead at Four Corners and 0.3 mi (0.5 km) from Harmon Hill.

South Shire Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, concierge services, and ski storage.

South Shire Rooms
Stay in one of 9 guestrooms featuring flat-screen televisions. Your Tempur-Pedic bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.

Restaurant and Cafe
At South Shire, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. Continental breakfasts are available daily from 8:00 AM to 10:00 AM for a fee.

Room Type and Price

Sun, 16 Aug 2026 - Mon, 17 Aug 2026 (1 night)
1 Room, 1 Adult, 0 Children