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

A red house with a covered porch and a chimney.
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.
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.
￥27,215
￥59,169 total
includes taxes & fees
Aug 31 - Sep 1
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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 spacious living room with a fireplace, comfortable seating, and a large window providing natural light.
A hotel room with a bed, a nightstand, a lamp, a door, and a view into another room with a couch and a window.

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
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 deck with a grill, a table, and chairs.
A two-story house with a front porch, a small garden, and a mailbox.

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!
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 narrow hallway with a wooden floor, a black door at the end, and a wall with floral wallpaper.
A cozy room with a wooden bench, a small table, and a chair.

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
Two Adirondack chairs and a fire pit in a grassy field with a forested hill in the background.
A wooden dining table with chairs, a brick wall, and a kitchen with green cabinets and a dishwasher.
A living room with a sofa, a TV, a wooden cabinet, and a kitchen area in the background.
A laundry room with a washing machine, a table, and a blue bin.

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
A spacious living room with a checkered sofa, a grey sofa, and a patterned rug. There is a staircase leading to another level, and a dining area with a table and chairs.
A bedroom with a bed, a chair, a nightstand, a lamp, and a window.
A compact kitchen with white cabinets, a red refrigerator, a microwave, a kettle, and a sink.
A bedroom with a four-poster bed, two windows, a nightstand, and a lamp.

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
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A snow-covered outdoor area with a fire pit, tables, and chairs, surrounded by buildings and a ski lift in the background.
A living room with a sofa, a coffee table, a TV, and a window with curtains.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.

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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