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
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Southern Vermont historic hotels

A red house with a covered porch and a chimney.
A kitchen with white cabinets, a microwave, a stove, and a sink.
A living room with a wood-burning stove, a blue armchair, and a bookshelf.
A kitchen with a wooden table and chairs, a microwave, and cabinets.

1. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
United States
Eleanor D.
￥26,874
￥58,781 total
includes taxes & fees
Oct 22 - Oct 23
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A large stone building with a steep roof, surrounded by dense forest and hills.
A hotel room with a bed, a nightstand, a lamp, a door, and a view into another room with a couch and a window.
A spacious living room with a fireplace, comfortable seating, and a large window providing natural light.
A traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.

2. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Brandon
￥35,307
￥38,484 total
includes taxes & fees
Oct 20 - Oct 21
Castle Hill Resort And Spa
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.
A two-story house with a front porch, a small garden, and a mailbox.
A wooden bear statue with a 'WELCOME' sign in front of a garden with various plants and a stone pathway.
A wooden deck with a grill, a table, and chairs.

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.
￥29,735
￥62,483 total
includes taxes & fees
Oct 24 - Oct 25
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A kitchen with white cabinets, a wooden dining table, and pendant lights.
A cozy room with a wooden bench, a small table, and a chair.
A kitchen with white cabinets, wooden dining table, and chairs. There are hanging pendant lights and a window with a view.
A room with a wooden bench, a table, and a door with glass panels.

4. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Diane
￥36,260
￥76,052 total
includes taxes & fees
Oct 26 - Oct 27
A roomy remodeled retreat close to MassMoCA
View all properties

Top Southern Vermont Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"This hotel is part of history. It was a great experience. The building and some of the original features have been preserved beautifully. The theater makes you dream of the glorious days when art was highly regarded. We got to enjoy music played on a phonograph in our room. It was like time traveling to the great Gatsby era 😉"
Herald 1-night trip
Posted 6 hours ago
Latchis Hotel
The Manchester View

The Manchester View

10/10 Excellent
"Staff was so sweet and accommodating and we really enjoyed the delicious breakfast in the morning. We will definitely return!"
Janee 1-night trip
Posted 6 hours ago
The Manchester View
The Putney Inn

The Putney Inn

10/10 Excellent
"Very clean and affordable accommodations in Putney. My wife and I have stayed there many times over the years and will continue to do so. Great location off the highway too."
Michael 1-night trip
Posted 9 hours ago
The Putney Inn
Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"Great location, simple room--minimalist but nice with microwave, fridge. Was a great place to set up headquarters for our trip to Vermont. Beautiful view behind the motel with firepits. It is a self-serve kind of property, which suited us well. We stayed 4 days and they didn't come to clean throughout. But we could go to the office and pick up anything we needed: extra toiletries, towels, etc. We enjoyed staying at the Aspen."
Sarah 4-night trip
Posted 20 hours ago
Aspen At Manchester
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Good"
Kenton 2-night trip
Posted 2 days ago
The Equinox Golf Resort And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Clean room. Breakfast good for quick bite and coffee was good"
JAMES 1-night trip
Posted 2 days ago
Hampton Inn Brattleboro
Colonial Motel

Colonial Motel

8/10 Good
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
Leonard 3-night trip
Posted 6 days ago
Colonial Motel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Great place my wife and I enjoyed our stay."
Ian 2-night trip
Posted 8 days ago
Kimpton Taconic Hotel by IHG

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