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

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.
AED 624
AED 1,329 total
includes taxes & fees
22 Sep - 23 Sep
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Mirco
AED 823
AED 897 total
includes taxes & fees
20 Sep - 21 Sep
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.
AED 691
AED 1,395 total
includes taxes & fees
17 Sep - 18 Sep
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.
AED 841
AED 1,768 total
includes taxes & fees
17 Sep - 18 Sep
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.
AED 1,441
AED 1,667 total
includes taxes & fees
17 Sep - 18 Sep
Entire Farmhouse with lots of open space 15 min north of Keene

6. 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.
AED 397
AED 878 total
includes taxes & fees
17 Sep - 18 Sep
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

7. 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
AED 1,390
AED 1,703 total
includes taxes & fees
30 Sep - 1 Oct
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
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Top Southern Vermont Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Our room was clean and beds comfortable, good breakfast. Biggest complaint hallway carpet needed replaced or relaid full of wrinkles tripping hazard."
Patricia 1-night trip
Posted 4 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 17 hours 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 2 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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