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South Shire

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Photo gallery for South Shire

A room with wooden paneling, a piano, a chair, and a door leading to another room. - South Shire (Bennington)
A traditional living room with a wooden ceiling, green curtains, a fireplace, and a large armchair. - South Shire (Bennington)
A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet. - South Shire (Bennington)
A covered porch with wicker furniture, a patterned rug, and an American flag. - South Shire (Bennington)
A two-story house with a front porch, a flag, and a gravel driveway. - South Shire (Bennington)
Luxury
4.0 star property
9.0

Wonderful

Upscale bed & breakfast near Green Mountain National Forest

You can look forward to a bar, a business center, and a restaurant at South Shire. Stay connected with free in-room WiFi.

Popular amenities

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

Off-peak, on budget: 30% or more off select hotels in our fall sale

Skip the crowds, keep the savings. AARP members save more after Labor Day. Book by Oct 7, 2026.

Room options

Available filters for rooms
Showing 9 of 9 rooms

View all photos for Deluxe Room

A bedroom with a wooden bed, a nightstand, a lamp, a fireplace, and a door.

Deluxe Room

9.6 out of 10
Exceptional
(5 reviews)
  • City view
  • 20 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Double Bed

View all photos for Deluxe Room

A bedroom with a large wooden bed, a nightstand, a lamp, a picture on the wall, and a window with curtains.

Deluxe Room

9.2 out of 10
Wonderful
(5 reviews)
  • City view
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

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

A bedroom with two wooden beds, a wooden wardrobe, a chair, and a desk.

Deluxe Double or Twin Room, 2 Double Beds

9.8 out of 10
Exceptional
(6 reviews)
  • 28 sq m
  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds

View all photos for Deluxe Studio Suite

A four-poster bed with a canopy, a leather armchair, and a classic chair in a room with a carpeted floor and floral wallpaper.

Deluxe Studio Suite

10.0 out of 10
Exceptional
(3 reviews)
  • City view
  • 33 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

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

A four-poster bed in a bedroom with a fireplace, a desk, and a chair.

Deluxe Studio Suite, 1 King Bed, Mountain View

  • City view
  • 28 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe Room

A four-poster bed with a wooden frame, a bedside table with a lamp, a radiator, and a window with floral curtains.

Deluxe Room

10.0 out of 10
Exceptional
(3 reviews)
  • City view
  • 26 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Deluxe Studio Suite

A bedroom with a four-poster bed, wooden dresser, and a chair.

Deluxe Studio Suite

  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Deluxe Room

A bedroom with a sloped ceiling, a bed with a white metal frame, a dresser, a mirror, and a small table.

Deluxe Room

10.0 out of 10
Exceptional
(4 reviews)
  • 23 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Grand Studio Suite

A bedroom with a bed, a chair, a desk, a mirror, and a window.

Grand Studio Suite

9.0 out of 10
Wonderful
(2 reviews)
  • 37 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 Queen Bed

About the neighborhood

Located in Bennington, South Shire is in the city center and in the mountains. Prospect Mountain Cross-Country Ski Center and Prospect Mountain Nordic 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 Green Mountain National Forest and Lake Shaftsbury State Park. 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 sledding and snowshoeing. Visit our Bennington travel guide
View more B&B in Bennington
Map
124 Elm St, Bennington, VT, 05201

What's nearby

  • Fiddlehead at Four Corners
    6 min walk - 0.4 miles
  • Bennington Potters Yard
    14 min walk - 0.8 miles
  • Bennington Museum
    18 min walk - 1.0 mile
  • Southern Vermont College
    19 min walk - 1.1 miles
  • Old First Congregational Church
    2 min drive - 1.4 miles

Getting around

  • Albany Intl. Airport (ALB)
    59 min drive

Restaurants

  • Cumberland Farms
    3 min drive
  • McDonald's
    3 min drive
  • Burger King
    4 min drive
  • Starbucks
    5 min drive
  • Starbucks
    3 min drive

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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

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 bed & breakfast is within a 5-minute walk of Green Mountain National Forest, Bennington Arts Guild Gallery, and Fiddlehead at Four Corners. Bennington Potters Yard and Bennington Museum are also within 1 mi (2 km).

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

8.6

Amenities

9.0

Staff & service

8.8

Property conditions & facilities
Rating 10 - Excellent. 89 out of 133 reviews
Rating 8 - Good. 27 out of 133 reviews
Rating 6 - Okay. 11 out of 133 reviews
Rating 4 - Poor. 6 out of 133 reviews
Rating 2 - Terrible. 0 out of 133 reviews

Reviews

Verified review

10/10 Excellent

Stephen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Talk about charm...this is a beautiful and well-maintained Victorian home. The bed was comfortable and the room was clean and well appointed. The Thai restaurant inside the inn was excellent, and there was a live pianist on Friday evening to add to the charm.
Stayed 1 night in May 2026
Verified review

4/10 Poor

Jeff

Disliked: Staff & service
The property and room itself was a nice space, and a good location, very quiet. It needed a little more care in the cleaning (some dusty areas along the baseboards and under tables). No one came to clean or check on the room during our two night stay. The self-serve property app - to check in and communicate with the staff - could not be accessed (an authentication issue due to our booking through Expedia and not directly with the property). We luckily ran into a staff member at check in who could get our keys. They were clear that this is a small operation with limited staff - but still. We kinda felt no love.
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
South Shire is a quaint Victorian Inn on Elm Street within walking distance to the center of Bennington, VT. The Inn has a family feel and elegance. We traveled as a couple. It was easy to get to sites and enjoy fine restaurants. The Inn is in keeping with the feel of strength of the Bennington community, as a place for artists, musicians, and people's expression generally to thrive. We enjoyed our stay and would recommend South Shire.
Stayed 2 nights in Jun 2026
Verified review

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
Verified review

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
Verified review

10/10 Excellent

Marissa

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

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
Verified review

8/10 Good

Elizabeth

Liked: Cleanliness, staff & service, amenities
Welcoming staff, lovely room. You must try the restaurant, it’s very good. They kindly set up a table for me by the fire on a snowy night. Absolutely delicious. Felt very well treated. Only flaw was I could hear a very loud snorer in a neighbouring room but that’s hardly their fault.
Stayed 1 night in Dec 2025
Verified review

10/10 Excellent

Stephen

Liked: Cleanliness, amenities, property conditions & facilities
Very cool rooms. Al different and many with fireplaces. Friendly staff
Pretty and good location
Comfy
Warm and inviting
Stayed 2 nights in Oct 2025
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

10/10 Excellent

Kristy

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

Classic style and comfort.

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.
Stayed 1 night in Sep 2025
Verified review

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
Verified review

10/10 Excellent

Maura

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had an amazing stay. Everything about South Shire was perfect. It is beautifully decorated and furnished. They were very accommodating for our late arrival. We stayed in the Hayloft room in the carriage house and the bed felt like we were sleeping on a cloud. We look forward to staying again soon.
Stayed 2 nights in Dec 2024
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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