Photo 1
Photo 2
Photo 3
Photo 4
Photo 5
Photo 6
Photo 7
Photo 8
Photo 9
Photo 10
Photo 11
Photo 12
Photo 13
Photo 14
Photo 15
Photo 16
Photo 17
Photo 18
Photo 19
Photo 20
Photo 21
Photo 22
Photo 23
Photo 24
Photo 25
Photo 26
Photo 27
Photo 28
Photo 29
Photo 30
Photo 31
Photo 32
Photo 33
Photo 34
Photo 35
Photo 36
Photo 37
Photo 38
Photo 39
Photo 40
Photo 41
Photo 42
Photo 43
Photo 44
Photo 45
Photo 46
Photo 47
Photo 48
Photo 49
Photo 50
Photo 51
Photo 52
Photo 53

South Shire

9.2/10265 reviewsBennington

Mountain Views and Free Bikes Experience the beauty of Bennington with stunning mountain views and complimentary bikes to explore the area at South Shire. Luxurious Accommodation Indulge in luxurious amenities such as private entrances, fireplaces, and flat-screen TVs with streaming services in select units. Enjoy the comfort of plush bedding and well-appointed rooms during your stay. Wellness and Activities Stay active with yoga and fitness classes, or unwind with a visit to the coffee shop, bar, and lounge. Explore the area with sightseeing tours, walking tours, and bike tours, or simply relax in the garden. Book now to experience a sustainable and upscale bed and breakfast experience at South Shire in Bennington.

What this place offers

  • WiFi available
  • Free WiFi
  • Parking
  • Free Parking
  • Non-smoking rooms
  • Air conditioning

Policies & house rules

  • Check-in from 15:00 until 19:00
  • Check-out until 11:00
  • Children welcome
  • Pets allowed
  • Free parking

Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation. Guests under the age of 18 can only check in with a parent or official guardian. A deposit may be required at the property.

Available rooms

Checking rates…

From…/ night

You won't be charged yet

265 reviews

Guests liked

  • Great location
  • Comfortable rooms
  • Excellent amenities
  • Friendly service

Guests mentioned

  • Issues with cleanliness
  • Understaffed service
  • Some amenities need improvement
  • Marie

    US · solo_traveller · Oct 2026

    9/10

    Nice, quaint lodging in Bennington

    The home is quaint and comfortable. Maggie, the staff member who checked us in and made sure we were comfortable was great. There was a pianist in the common room in the evening for entertainment.

    The thermostat was never able to raise the temp in the room above 70 degrees.

  • Gary

    US · extended_group · Oct 2026

    7/10

    Not a good value.

    Location was convenient.

    Mediocre care of the property.

  • Gail

    US · couple · Oct 2026

    1/10

    quaint street; near to a few attractions

    upon arrival, garbage bin overflowing and brown stained mattress sitting beside it. Hostess who met us was very unfriendly. Place badly needs some updating; cluttered with Victorian decor that is sagging, carpet in room stained/dirty, dirt on stairs, cobwebs and dust layered ceiling fan/lights, peeling paint on ceiling and crown molding. Food for continental was hard and seemed old, oranges wilted and should have been thrown away. We didn't eat.

  • James

    US · couple · Sep 2026

    3/10

    Worst B&B (no breakfast) ever stayed in.

    Not much

    Carpet old, worn, filthy. Kept our socks on rather than walk barefoot on it. Bed uncomfortable. Dust caked on ceiling fan, would not want to turn it on. Musty smells.

  • Deborah

    US · solo_traveller · Sep 2026

    10/10

    The evening entertainment...the piano man Rob and the great staff great experience.

Location

124 Elm St · Bennington