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
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

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.
¥26,372
¥56,120 total
includes taxes & fees
Sep 22 - Sep 23
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Mirco
¥32,172
¥35,067 total
includes taxes & fees
Sep 20 - Sep 21
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.
¥29,180
¥58,906 total
includes taxes & fees
Sep 18 - Sep 19
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.
¥35,525
¥74,511 total
includes taxes & fees
Sep 21 - Sep 22
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.
¥67,613
¥82,786 total
includes taxes & fees
Sep 27 - Sep 28
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
¥58,693
¥71,930 total
includes taxes & fees
Sep 27 - Sep 28
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.
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

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"The room was nice and clean. The air-conditioning was great. We love that there was a restaurant about 200 feet away. That was actually pretty good. The young man who checked us in was very friendly."
Thomas 1-night trip
Posted 10 hours ago
Comfort Inn & Suites Brattleboro I-91
The Manchester View

The Manchester View

10/10 Excellent
"Great place. Exceeded our expectations. The view, and surroundings are spectacular. And the "continental" breakfast was beyond continental. And it's dog friendly!!!"
Michelle 2-night trip
Posted 1 day ago
The Manchester View
Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"Absolutely loved this property! Amazing location, super clean and spacious rooms! We loved being in close proximity to the town, which was soooooo amazingly pet friendly! We will definitely be back"
Ina 2-night trip
Posted 2 days ago
Aspen At Manchester
Colonial Motel

Colonial Motel

8/10 Good
"The room was substantially larger than most motels provide. It was quiet, bed was comfortable. Location was convenient, easy to find and agreeable. Breakfast was very limited— coffee, tea, toast, bagel. Overall, I would stay there again."
Alida 2-night trip
Posted 3 days ago
Colonial Motel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Great property but a needs a little more tender care."
Sylvia 2-night trip
Posted 3 days ago
The Equinox Golf Resort And Spa

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