The Bennington County Court House with a white facade, green shutters, and a gold dome.

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Check availability on Southern Vermont Historic Hotels

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Southern Vermont historic hotels

1. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
United States
Eleanor D.
¥27,076
¥58,331 total
includes taxes & fees
Sep 2 - Sep 3
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Mirco
¥35,145
¥38,308 total
includes taxes & fees
Sep 2 - Sep 3
Castle Hill Resort And Spa

3. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
United States
Anita T.
¥29,959
¥63,307 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

4. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Jennifer O.
¥36,473
¥77,211 total
includes taxes & fees
Sep 9 - Sep 10
A roomy remodeled retreat close to MassMoCA

5. Entire Farmhouse with lots of open space 15 min north of Keene

Entire Farmhouse with lots of open space 15 min north of Keene
Walpole
United States
Sean M.
¥57,279
¥71,139 total
includes taxes & fees
Aug 30 - Aug 31
Entire Farmhouse with lots of open space 15 min north of Keene

6. Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
United States
Kelly
¥46,833
¥58,076 total
includes taxes & fees
Aug 30 - Aug 31
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

7. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Hancock
United States
Kristina L.
¥16,494
¥37,114 total
includes taxes & fees
Aug 31 - Sep 1
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
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Top Southern Vermont Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"Not only was the room beautiful but the view was gorgeous! I love this area of Vermont and it was a great place to stop, relax and just enjoy yourself."
Deborah 1-night trip
Posted 15 hours ago
The Manchester View
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"it was great, breakfast was great, staff was great. We did not get to use the pool and/or the workout room due to length of our stay. We did ask for a later check out and were granted that so that was helpful"
Sue 1-night trip
Posted 15 hours ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"Spacious rooms, big balconies overlooking the river, and the whole hotel was VERY clean."
Jason 1-night trip
Posted 18 hours ago
Riverside Hotel, an Ascend Collection Hotel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Rooms were clean and comfortable ,staff was pleasant. Love the Manchester such a beautiful town."
Christina 2-night trip
Posted 1 day ago
Kimpton Taconic Hotel by IHG
Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Very clean. Good full breakfast."
Barbara 1-night trip
Posted 2 days ago
Hampton Inn Brattleboro
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"👍"
Chris 1-night trip
Posted 3 days ago
The Palmer House Resort, an Ascend Collection Hotel
Colonial Motel

Colonial Motel

8/10 Good
"X"
Steven 1-night trip
Posted 4 days ago
Colonial Motel
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

10/10 Excellent
"We loved this hotel, really nice amenities, great rooms. I wish we had planned less activities and spent more time at the hotel. If you want to stay in the hotel, plan to spend a day in the hotel. Breakfast ends at 11 and bar closes at around 10 depending on crowd."
Gabriel 2-night trip
Posted 12 days ago
The Equinox Golf Resort & Spa
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"The front desk staff were friendly and engaged, the room was clean. That’s all we needed."
Morgan 1-night trip
Posted 2 weeks ago
Comfort Inn & Suites Brattleboro I-91

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