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 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Southern Vermont historic hotels

A red house with a covered porch and a chimney.
A kitchen with a wooden table and chairs, a microwave, and cabinets.
A kitchen with white cabinets, a microwave, a stove, and a sink.
Two single beds with wooden frames and striped bedding, a small wooden nightstand with a lamp, and a window with a view of greenery.

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

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
United States
Eleanor D.
￥26,835
￥58,519 total
includes taxes & fees
Oct 12 - Oct 13
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A large estate with a swimming pool, tennis court, and a spacious lawn.
An outdoor patio with wicker furniture, a glass table, and a grill area.
A person sitting on a stone ledge outdoors with a scenic view in the background.
A spacious living room with leather sofas, a coffee table with a fruit bowl, and a patterned rug.

2. The Privacy of a home & Perks of a Resort! Pool, Tennis, Views, Dogs, 6 baths!

The Privacy of a home & Perks of a Resort! Pool, Tennis, Views, Dogs, 6 baths!
Manchester
United States
Jessica G.
￥213,098
￥330,368 total
includes taxes & fees
Oct 21 - Oct 22
The Privacy of a home & Perks of a Resort! Pool, Tennis, Views, Dogs, 6 baths!
A large stone building with a steep roof, surrounded by dense forest and hills.
A spacious living room with a fireplace, red sofas, a wooden coffee table, and a television.
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 traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.

3. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Brandon
￥34,831
￥37,966 total
includes taxes & fees
Oct 21 - Oct 22
Castle Hill Resort And Spa
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.
A living room with a fireplace, a television, a ceiling fan, a clock, and a window with curtains.
A wooden bear statue with a 'WELCOME' sign in front of a garden with various plants and a stone pathway.
A two-story house with a front porch, a small garden, and a mailbox.

4. 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.
￥29,692
￥62,392 total
includes taxes & fees
Oct 6 - Oct 7
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A living room with a sofa, a coffee table, a TV, and a window with curtains.
An outdoor seating area with a fire pit, tables, and chairs.
A spacious living area with a stone fireplace, comfortable seating, and a dining area.

5. 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.
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
A kitchen with white cabinets, a wooden dining table, and pendant lights.
A kitchen with white cabinets, wooden dining table, and chairs. There are hanging pendant lights and a window with a view.
A cozy room with a wooden bench, a small table, and a chair.
A narrow hallway with a wooden floor, a black door at the end, and a wall with floral wallpaper.

6. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Diane
￥36,148
￥76,523 total
includes taxes & fees
Oct 13 - Oct 14
A roomy remodeled retreat close to MassMoCA
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Top Southern Vermont Hotel Reviews

Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"Great place, but a bit over priced for what it is"
Steven 3-night trip
Posted 9 hours ago
Aspen At Manchester
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Good place"
Steven 1-night trip
Posted 13 hours ago
Comfort Inn & Suites Brattleboro I-91
The Putney Inn

The Putney Inn

10/10 Excellent
"A great place to stay, about one minute off the interstate. I'll be back."
Turner 1-night trip
Posted 18 hours ago
The Putney Inn
Colonial Motel

Colonial Motel

10/10 Excellent
"clean room"
Biplob 1-night trip
Posted 1 day ago
Colonial Motel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Our “go to” for an uber relaxing and comfortable getaway when we are seeking the amenities of an established hotel."
Deborah 1-night trip
Posted 5 days ago
The Equinox Golf Resort And Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"all was wonderful and well orchestrated"
Peter 3-night trip
Posted 8 days ago
Kimpton Taconic Hotel by IHG

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