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South Shire

4.0 star property
Business travelers find productivity zones and complimentary bikes at this sophisticated B&B in the commercial district - perfect for work and exploration

Choose dates to view prices

South Shire, in the business district, offers travelers coworking spaces and a business center. Guests enjoy reliable in-room WiFi, use free bicycles to explore, and often praise the staff's genuine helpfulness, enhancing their stay.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning

Room options

Available filters for rooms
Showing 9 of 9 rooms

View all photos for Deluxe Room

Deluxe Room | Egyptian cotton sheets, premium bedding, down comforters

Deluxe Room

9.6 out of 10
Exceptional
(5 reviews)

Highlights

Fireplace
Air conditioning
Connecting rooms available
Free cribs/infant beds
Flat-screen TV
Hypo-allergenic bedding
Pillow menu
Separate bedroom
  • City view
  • 210 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Double Bed

View all photos for Deluxe Room

Deluxe Room | Egyptian cotton sheets, premium bedding, down comforters

Deluxe Room

9.0 out of 10
Wonderful
(4 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Free cribs/infant beds
Flat-screen TV
Hypo-allergenic bedding
Pillow menu
  • City view
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for Deluxe Double or Twin Room, 2 Double Beds

Deluxe Double or Twin Room, 2 Double Beds | Egyptian cotton sheets, premium bedding, down comforters

Deluxe Double or Twin Room, 2 Double Beds

9.8 out of 10
Exceptional
(6 reviews)

Highlights

Air conditioning
Connecting rooms available
Free cribs/infant beds
Flat-screen TV
Hypo-allergenic bedding
Pillow menu
Down duvet
Separate bedroom
  • 300 sq ft
  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds

View all photos for Deluxe Studio Suite

Deluxe Studio Suite | Egyptian cotton sheets, premium bedding, down comforters

Deluxe Studio Suite

10.0 out of 10
Exceptional
(2 reviews)

Highlights

Fireplace
Air conditioning
Connecting rooms available
Free rollaway/extra beds
Free cribs/infant beds
Flat-screen TV
Hypo-allergenic bedding
Pillow menu
  • City view
  • 350 sq ft
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe Studio Suite, 1 King Bed, Mountain View

Deluxe Studio Suite, 1 King Bed, Mountain View | Egyptian cotton sheets, premium bedding, down comforters

Deluxe Studio Suite, 1 King Bed, Mountain View

Highlights

Fireplace
Air conditioning
Connecting rooms available
Free cribs/infant beds
Flat-screen TV
Hypo-allergenic bedding
Pillow menu
Down duvet
  • City view
  • 300 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe Room

Deluxe Room | Egyptian cotton sheets, premium bedding, down comforters

Deluxe Room

10.0 out of 10
Exceptional
(3 reviews)

Highlights

Separate dining area
Separate sitting area
Fireplace
Private indoor hot tub
Air conditioning
Connecting rooms available
Free cribs/infant beds
Flat-screen TV
  • City view
  • 280 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Deluxe Studio Suite

Deluxe Studio Suite | Egyptian cotton sheets, premium bedding, down comforters

Deluxe Studio Suite

Highlights

Yard
Separate sitting area
Fireplace
Private indoor hot tub
Air conditioning
Connecting rooms available
Flat-screen TV
Hypo-allergenic bedding
  • 400 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Deluxe Room

Deluxe Room | Egyptian cotton sheets, premium bedding, down comforters

Deluxe Room

10.0 out of 10
Exceptional
(4 reviews)

Highlights

Separate sitting area
Fireplace
Private indoor hot tub
Air conditioning
Connecting rooms available
Free cribs/infant beds
Flat-screen TV
Hypo-allergenic bedding
  • 250 sq ft
  • Sleeps 3
  • 1 Queen Bed

View all photos for Grand Studio Suite

Grand Studio Suite | Egyptian cotton sheets, premium bedding, down comforters

Grand Studio Suite

9.0 out of 10
Wonderful
(2 reviews)

Highlights

Separate sitting area
Fireplace
Private indoor hot tub
Air conditioning
Connecting rooms available
Free rollaway/extra beds
Free cribs/infant beds
Mini-fridge
  • 400 sq ft
  • Sleeps 4
  • 1 Queen Bed
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About the neighborhood

Located in Bennington, South Shire is in the city center and in the mountains. Harmon Hill and Prospect Mountain Cross-Country Ski Center are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Lake Shaftsbury State Park and Mountain Meadow Preserve. Bennington Arts Guild Gallery and Bennington Center for the Arts are also worth visiting. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the snowshoeing and sledding. Visit our Bennington travel guide
View more Inns in Bennington
Map
124 Elm St, Bennington, VT, 05201

What's nearby

  • Bennington Battle Monument which includes a monument and heritage elements
    Bennington Battle Monument
    3 min drive - 2.2 km
  • Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
    10 min walk - 0.9 km
  • Bennington Potters Yard
    13 min walk - 1.1 km
  • Bennington Museum
    16 min walk - 1.4 km
  • Southern Vermont College
    16 min walk - 1.4 km

Getting around

  • Albany Intl. Airport (ALB)
    59 min drive

Restaurants

  • Cumberland Farms
    3 min drive
  • McDonald's
    3 min drive
  • Stewart's Shops
    13 min walk
  • The Dutchman's Tavern
    9 min walk
  • Dunkin'
    13 min walk

About this property

South Shire

Upscale inn in the business district
You can look forward to a bar, a business center, and a restaurant at South Shire. Stay connected with free in-room WiFi.
Other perks at this inn include:
  • Free self parking
  • Continental breakfast (surcharge), free bicycle rentals, and a roundtrip airport shuttle (surcharge)
  • Express check-out, express check-in, and coworking spaces
  • Guest reviews say great things about the helpful staff
Room features
All guestrooms at South Shire include comforts such as premium bedding and pillow menus, in addition to thoughtful touches like air conditioning and bathrobes.
More conveniences in all rooms include:
  • Hypo-allergenic bedding, Egyptian cotton sheets, and Tempur-Pedic beds
  • Designer toiletries and hair dryers
  • 32-inch flat-screen TVs with premium channels
  • Children's books, heating, and daily housekeeping

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 100+ Mbps (good for 1–2 people or up to 6 devices)
  • Available in some public areas: Free WiFi

Parking and transportation

  • 24-hour roundtrip airport shuttle on request for a surcharge
  • Free uncovered self parking on site
  • Onsite parking options include a carport

Food and drink

  • Daily continental breakfast available 8:00 AM to 10:00 AM for a fee: USD 10 per person
  • A bar/lounge
  • A restaurant
  • Coffee and tea in common areas
  • Couples/private dining
  • Private picnics

Things to do

  • Free bicycle rentals
  • Ski passes
  • Ski storage

Family friendly

  • Children's books
  • Children's games

Conveniences

  • Guidebooks
  • Limited-hour front desk
  • Luggage storage

Guest services

  • Change of towels on request
  • Concierge services
  • Housekeeping (daily)
  • Proposal/romance packages
  • Tour and ticket assistance

Business services

  • 700 square feet of conference space
  • Business center
  • Coworking space
  • Meeting room

Outdoors

  • In the mountains

Spa

  • In-room massages

Accessibility

  • No elevator

More

  • Designated smoking areas (fines apply)

Room amenities

Bedroom

  • Down comforter
  • Egyptian cotton sheets
  • Hypo-allergenic bedding
  • Pillow menu
  • Tempur-Pedic mattress

Bathroom

  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Shampoo
  • Slippers
  • Soap
  • Toilet paper
  • Toothbrush and toothpaste (on request)
  • Towels provided

Entertainment

  • 32-inch flat-screen TV with premium cable channels

Food and drink

  • Champagne service
  • Free bottled water

More

  • Air conditioning (climate-controlled)
  • Connecting rooms available
  • Heating (climate-controlled)
  • Iron/ironing board

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 7:00 PM
Contactless check-in available
Express check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM
Contactless check-out available
Express check-out available

Special check-in instructions

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 property charges 3.5 percent for credit card payments
The front desk is open daily from 8:00 AM - 7:00 PM
Front desk staffed during limited hours
If you are planning to arrive after 7:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours), key retrieval

Pets

Pets allowed for an extra charge of USD 20 per accommodation, per stay, plus a deposit of USD 350 per stay
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome
Rollaway/extra beds are available for USD 50.0 per day

Property payment types

Important information

Optional extras

  • Fee for continental breakfast: approximately USD 10 per person
  • Airport shuttle fee: USD 125 per vehicle (one-way, maximum occupancy 4)
  • Pet deposit: USD 350 per stay
  • Pet fee: USD 20 per accommodation, per stay
  • Service animals are exempt from fees
  • Rollaway bed fee: USD 50.0 per day
  • Credit card charges are subject to a surcharge of 3.5 percent

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

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

We should mention

This property does not have elevators
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

Property is also known as

South Shire Inn
South Shire Bennington
South Shire Inn Bennington

Frequently asked questions

Is South Shire pet-friendly?

Yes, pets are allowed at this property. There's a deposit of USD 350 per stay and a fee of USD 20 per accommodation, per stay. Service animals are exempt from fees.

How much is parking?

Self parking is free at this property.

What time is check-in at South Shire?

Check-in start time: 3:00 PM; Check-in end time: 7:00 PM.

What time is check-out at South Shire?

Check-out is at 11:00 AM.

Does South Shire provide a shuttle to the airport?

Yes, there's an airport shuttle that runs on request. A fee of USD 125 per vehicle applies.

Where is South Shire located?

Located in the heart of Bennington, this inn is within a 5-minute walk of Bennington Arts Guild Gallery and Fiddlehead at Four Corners. Harmon Hill and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display are also within 10 minutes.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

South Shire Reviews

9.0

Wonderful

9.2

Cleanliness

8.4

Amenities

9.0

Staff & service

8.8

Property conditions & facilities
Rating 10 - Excellent. 82 out of 124 reviews
Rating 8 - Good. 27 out of 124 reviews
Rating 6 - Okay. 10 out of 124 reviews
Rating 4 - Poor. 5 out of 124 reviews
Rating 2 - Terrible. 0 out of 124 reviews

Reviews

10/10 Excellent

TROY

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 3 nights in Dec 2025

10/10 Excellent

Mike

Liked: Cleanliness, amenities, property conditions & facilities
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
Stayed 2 nights in Jan 2026

10/10 Excellent

Deanna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 3 nights in Oct 2025

4/10 Poor

Michael

Liked: Cleanliness, amenities
Beautiful setting. Clean and well kept. Relaxing y to o sit on the front porch.
Stayed 1 night in Sep 2025

10/10 Excellent

Alan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful Victorian mansion and furnishings. Excellent continental breakfast. Easy walk to historic downtown Bennington.
Stayed 1 night in Jul 2025

10/10 Excellent

rev

Liked: Cleanliness, staff & service, property conditions & facilities
It’s a very nice inn and staff were amazing
Stayed 3 nights in Dec 2024

8/10 Good

Emma

Liked: Cleanliness, amenities, property conditions & facilities
It was charming and the room was spacious and wonderfully cool. Some areas were a little worn but overall very pleasant!
Stayed 2 nights in Jul 2025

10/10 Excellent

Kate

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 1 night in Jul 2025

10/10 Excellent

Jonathan

Liked: Cleanliness, staff & service, property conditions & facilities
Interesting hotel in special old building;friendly personnel, superb Thai restaurant. A real surprise
Stayed 1 night in Jul 2025

10/10 Excellent

Marissa

Excellent and friendly staff and hospitality!
Stayed 1 night in Aug 2024

8/10 Good

Tracy

Liked: Cleanliness, staff & service, property conditions & facilities
It was quaint. It’s a very old house so it is very creaky. It was nice and quiet otherwise. There was a mixup in rooms with not much of an apology. Once I had unpacked I was told I needed to move to another room because new staff gave me a reserved room. All in all it was a nice place but not sure I would go back.
Stayed 4 nights in Sep 2025

8/10 Good

Ronald

Liked: Cleanliness, staff & service, property conditions & facilities
Nice property with great restaurant on site. No breakfast available however.
Stayed 2 nights in Jun 2024

10/10 Excellent

bart

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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
Stayed 1 night in Apr 2025

8/10 Good

Mary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The suite we had in the carriage house was very room and comfortable. The staff were all very helpful and friendly. Would recommend this facility to anyone going to Bennington, VT
Stayed 1 night in Oct 2024

10/10 Excellent

Stephanie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Property was awesome very homelike. Homemade breakfast was scrumptious service was awesome Only wish owners/staff would of introduced themselves But extremely friendly and gave suggestions for dining and activities. Would definitely go again
Stayed 1 night in Sep 2023

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Spacious and comfortable

Spacious and comfortable room and bathroom with lovely details. The fireplace was very nice on a chilly night. We will return!
Stayed 2 nights in Oct 2024

8/10 Good

Robin

Liked: Cleanliness, staff & service, property conditions & facilities
This place has character and history. A very unique experience you shouldn't miss.
Stayed 1 night in Oct 2023

10/10 Excellent

Joy

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Lovely property

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.
Stayed 1 night in Feb 2025

10/10 Excellent

Kathy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely, spacious room with robes. Great host, comfy bed. Breakfast available for a fee, so not included. If you're looking for the perfect place to stay, this is it!
Stayed 1 night in Oct 2023

6/10 Okay

Lisa

Location was nice, walkable to town. Carpets beyond stained, wallpaper falling down, no coffee pods for dated keurig, small/one person whirlpool tube....
Stayed 1 night in Aug 2024

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Charming Inn with jacuzzi

Beautiful inn in Bennington VT. Gracious host/ innkeeper made sure we were well taken care of and met our every need. Lovely breakfast in their formal dining room. We even celebrated the New Year with the owner and friends with fondue and drinks in the parlor. Old fashion inn with modern amenities including jacuzzi n coffee maker. We will be back!
Stayed 2 nights in Dec 2023

8/10 Good

Sang

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Typical historical bed and breakfast - our room was large and the bed was comfortable. Appreciated the extras like bottled water and a log for the fireplace. The decor was period appropriate and well done but the room would benefit from a refresh of things like the shower and the carpet, especially at this price point.
Stayed 1 night in Mar 2024

10/10 Excellent

Leslie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Spectacular house!

The house was spectacular! Built in the late 1800’s. Antique furniture throughout but still had an adequate number of plugs to charge our electronics. Breakfast consisted of waffles with mixed fruit on top. Delicious! Would definitely stay here again.
Stayed 1 night in Aug 2023

10/10 Excellent

Svetlana

Liked: Cleanliness, staff & service, property conditions & facilities
It was a historic beautiful property! The room was spacious and nice! The greeter lady was nice and accommodating and she gave us a tour of a property. Inside of the room there were nice touches all throughout like complementary nice glass water bottles and toiletries. It's location was very convenient in a walking distance to the shops and restaurants. The breakfast was very good and it was served promptly. We would recommend this place to our friends.
Stayed 1 night in Oct 2023

10/10 Excellent

Suzanne

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 3 nights in Feb 2025