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 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

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.
¥26,512
¥56,417 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
¥34,601
¥37,715 total
includes taxes & fees
Sep 28 - Sep 29
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.
¥29,334
¥61,641 total
includes taxes & fees
Sep 29 - Sep 30
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.
¥35,713
¥74,905 total
includes taxes & fees
Sep 22 - Sep 23
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.
¥67,971
¥83,224 total
includes taxes & fees
Sep 30 - Oct 1
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
¥59,004
¥72,818 total
includes taxes & fees
Oct 4 - Oct 5
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.
¥15,108
¥35,101 total
includes taxes & fees
Sep 21 - Sep 22
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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"The staff was very good patient and friendly. The hot tub is not really working."
James W 1-night trip
Posted 2 hours ago
Hampton Inn Brattleboro
The Manchester View

The Manchester View

10/10 Excellent
"so clean and comfortable with beautiful views."
Gregory 1-night trip
Posted 5 hours ago
The Manchester View
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Though it's not a luxury hotel, the staff is exceptionally nice & helpful. the property is clean, there are carts for moving luggage, the breakfast service is fine. It's quiet. the bathroom is spacious w.nice towels & toiletries. Parking is easy."
Robert 1-night trip
Posted 12 hours ago
Comfort Inn & Suites Brattleboro I-91
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"Property well maintained. Staff was welcoming and breakfast was good. However we asked for the room to be made up and it wasn't. That was the only issue."
Lori 2-night trip
Posted 19 hours ago
The Palmer House Resort, an Ascend Collection Hotel
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 5 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 5 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 6 days ago
The Equinox Golf Resort And Spa

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