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 2 - Sep 3
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Sep 3 - Sep 4
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Sep 4 - Sep 6
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Sep 11 - Sep 13

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.
¥27,164
¥59,058 total
includes taxes & fees
Sep 8 - Sep 9
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Mirco
¥30,336
¥33,066 total
includes taxes & fees
Sep 8 - Sep 9
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.
¥30,056
¥63,513 total
includes taxes & fees
Sep 14 - Sep 15
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.
¥36,592
¥77,463 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.
¥60,615
¥75,154 total
includes taxes & fees
Sep 7 - Sep 8
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
¥49,561
¥61,421 total
includes taxes & fees
Sep 7 - Sep 8
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.
¥19,225
¥40,800 total
includes taxes & fees
Sep 9 - Sep 10
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
"The room was beautiful and clean with a great view. The breakfast was delicious and plentiful. I highly recommend the place."
Jannette 1-night trip
Posted 3 hours ago
The Manchester View
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Conveniently located right off Rt. 91, with a restaurant located in the same parking lot and gas stations nearby."
Ellen 1-night trip
Posted 19 hours ago
Comfort Inn & Suites Brattleboro I-91
Latchis Hotel

Latchis Hotel

10/10 Excellent
"Great place. Staff are very nice and helpful."
Jonathan 2-night trip
Posted 2 days ago
Latchis Hotel
Colonial Motel

Colonial Motel

10/10 Excellent
"Staff was very helpful. A little seating area under some trees was a beautiful place to relax while the sun was setting."
Sondra 2-night trip
Posted 2 days ago
Colonial Motel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Clean room and welcoming staff. Breakfast was well displayed."
Beverly 1-night trip
Posted 2 days ago
Hampton Inn Brattleboro
The Putney Inn

The Putney Inn

10/10 Excellent
"It’s a motel. It’s clean and the staff is friendly. It’s definitely not fancy, but it gets the job done."
Courtney 2-night trip
Posted 2 days ago
The Putney Inn

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