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 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 living room with a wood-burning stove, a blue armchair, and a bookshelf.
A kitchen with white cabinets, a microwave, a stove, and a sink.

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

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
United States
Eleanor D.
￥26,863
￥57,873 total
includes taxes & fees
Oct 20 - Oct 21
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
￥35,294
￥38,470 total
includes taxes & fees
Oct 20 - Oct 21
Castle Hill Resort And Spa
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
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.

3. 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.
￥18,646
￥39,715 total
includes taxes & fees
Oct 26 - Oct 27
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
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 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.

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.
￥29,724
￥61,933 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.
A bedroom with a bed, a nightstand, a lamp, a painting of a snowy forest, and a window with curtains.
A compact kitchen with a sink, microwave, and stainless steel refrigerator.
A golf course with a clubhouse, surrounded by lush greenery and hills.

5. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
United States
Justin P.
￥25,599
￥61,637 total
includes taxes & fees
Nov 18 - Nov 19
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.
A two-story house with a porch, a white picket fence, and a tree in front.
A two-story house with a porch, a white picket fence, and a small garden with flowers.
A living room with a flat-screen TV, a sofa, a coffee table, and a lamp.

6. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
United States
Tina l.
￥35,871
￥80,907 total
includes taxes & fees
Nov 17 - Nov 18
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
A kitchen with white cabinets, a wooden dining table, and pendant lights.
A narrow hallway with a wooden floor, a black door at the end, and a wall with floral wallpaper.
A room with a wooden bench, a table, and a door with glass panels.
A cozy room with a wooden bench, a small table, and a chair.

7. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Diane
￥36,187
￥76,605 total
includes taxes & fees
Oct 20 - Oct 21
A roomy remodeled retreat close to MassMoCA
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Top Southern Vermont Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"What a great place to stay! Clean, fresh and updated beautifully and slept like a baby in a comfortable bed! Will definitely stay there my next time back in the area!"
Lee Tyler 1-night trip
Posted 5 hours ago
The Manchester View
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Excellent place to stay, clean seems new, has small pool and water bath (kind of like jacuzzi) clean room, staff is nice and friendly. Includes breakfast and all day coffee or hot water to make teas (that is a must for me) as I need to make me teas few times a day. Would recommend for sure. If it was cheaper than it would really be off the charts but I will not include that into the review."
Dzevad 2-night trip
Posted 20 hours ago
Hampton Inn Brattleboro
The Putney Inn

The Putney Inn

10/10 Excellent
"Nice clean room with cheap thin towels, direct parking, weak coffee"
louis 1-night trip
Posted 23 hours ago
The Putney Inn
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Was a good room for a one night stay on a road trip."
Thomas 1-night trip
Posted 23 hours ago
Comfort Inn & Suites Brattleboro I-91
Latchis Hotel

Latchis Hotel

10/10 Excellent
"Had a wonderful stay. Great room with a beautiful view of the mountains. And we absolutely loved that every room had a record player with historic records to play and enjoy - what a cool feature!"
Brent 1-night trip
Posted 1 day ago
Latchis Hotel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Good"
Kenton 2-night trip
Posted 6 days ago
The Equinox Golf Resort And Spa
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 13 days ago
Kimpton Taconic Hotel by IHG

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