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 14 - Sep 15
Tomorrow
Sep 15 - Sep 16
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.
¥26,114
¥56,775 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
¥32,676
¥35,617 total
includes taxes & fees
Sep 15 - Sep 16
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.
¥28,894
¥60,886 total
includes taxes & fees
Sep 15 - Sep 16
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.
¥35,177
¥73,781 total
includes taxes & fees
Sep 15 - Sep 16
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.
¥60,255
¥69,710 total
includes taxes & fees
Sep 15 - Sep 16
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.
¥14,793
¥34,197 total
includes taxes & fees
Sep 15 - Sep 16
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
United States
Kelly
¥52,307
¥64,086 total
includes taxes & fees
Sep 15 - Sep 16
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
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Top Southern Vermont Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"What a unique hotel! If you love vintage everything and downtown living, this is your spot. There have been thoughtful updates to the property for functionality and comfort, but many details of the property were kept intact for period charm. Some features are older (plumbing, bath fixtures, door hardware), but furniture was stylish and comfortable. Loved the records! A nice change to listen to music instead of TV."
Andrea 1-night trip
Posted 16 hours ago
Latchis Hotel
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 19 hours ago
The Equinox Golf Resort And Spa
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Room was clean and comfortable, there was water and cookies available at check in, the coffee bar was well stocked and had a variety, the hotel was tucked away in a quiet area, there was a row of electric car chargers and the breakfast had a good variety. We would stay here, again!"
Amy 1-night trip
Posted 1 day ago
Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Great place for overnight stay"
Francesca 1-night trip
Posted 2 days ago
Hampton Inn Brattleboro
Aspen At Manchester

Aspen At Manchester

8/10 Good
"No interaction with the staff. They were invisible. The water stream in the shower was weak, but everything else was very good."
Izhar 2-night trip
Posted 3 days ago
Aspen At Manchester

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