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
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
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.
¥27,215
¥59,169 total
includes taxes & fees
Aug 31 - Sep 1
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Mirco
¥35,326
¥38,505 total
includes taxes & fees
Aug 30 - Aug 31
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.
¥30,113
¥63,633 total
includes taxes & fees
Sep 8 - Sep 9
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.
¥36,661
¥77,609 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.
¥54,514
¥67,659 total
includes taxes & fees
Aug 30 - Aug 31
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
¥44,572
¥55,309 total
includes taxes & fees
Aug 30 - Aug 31
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.
¥15,993
¥36,638 total
includes taxes & fees
Aug 31 - Sep 1
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 Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"Nice room and property. With was down."
Amanda 1-night trip
Posted 1 hour ago
The Palmer House Resort, an Ascend Collection Hotel
Latchis Hotel

Latchis Hotel

10/10 Excellent
"The hotel was very clean and the bed quite comfy. The only downside was insufficient parking. We had to use the adjacent lot but then had to leave there by 9:00 am. We ended up having to buy time to park which wasn’t a lot of money but was a bit of an irritant. Would def stay there again!"
Karlie 2-night trip
Posted 1 hour ago
Latchis Hotel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"First time stay here since we used to own a house in the area. Found the Inn comfortable and the amenities are amazing."
Maryalice 2-night trip
Posted 2 hours ago
The Equinox Golf Resort And Spa
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Thanks"
Bryan 1-night trip
Posted 6 hours ago
Comfort Inn & Suites Brattleboro I-91
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"it was great, breakfast was great, staff was great. We did not get to use the pool and/or the workout room due to length of our stay. We did ask for a later check out and were granted that so that was helpful"
Sue 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"Spacious rooms, big balconies overlooking the river, and the whole hotel was VERY clean."
Jason 1-night trip
Posted 2 days ago
Riverside Hotel, an Ascend Collection Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Very clean. Good full breakfast."
Barbara 1-night trip
Posted 3 days ago
Hampton Inn Brattleboro
Colonial Motel

Colonial Motel

8/10 Good
"X"
Steven 1-night trip
Posted 6 days ago
Colonial Motel

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