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
Sep 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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.
￥26,537
￥57,695 total
includes taxes & fees
Sep 7 - Sep 8
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 traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.
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
￥30,707
￥33,471 total
includes taxes & fees
Sep 7 - Sep 8
Castle Hill Resort And Spa
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.
A wooden deck with a grill, a table, and chairs.
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.

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.
￥29,362
￥61,700 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 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
Jennifer O.
￥35,747
￥75,151 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.
￥56,107
￥68,667 total
includes taxes & fees
Sep 7 - Sep 8
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 four-poster bed, two windows, a nightstand, and a lamp.
A bathroom with a shower, toilet, and sink.
A compact kitchen with white cabinets, a red refrigerator, a microwave, a kettle, and a sink.

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
￥45,875
￥56,210 total
includes taxes & fees
Sep 7 - Sep 8
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 two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A spacious living area with a stone fireplace, comfortable seating, and a dining area.
A snow-covered outdoor area with a fire pit, tables, and chairs, indicating a winter resort setting.

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.
￥19,054
￥40,437 total
includes taxes & fees
Sep 9 - Sep 10
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
View all properties

Top Southern Vermont Hotel Reviews

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

8/10 Good
"My room had candy on side table and needed to have phone cleaned. Older property has character but needs attention in rooms. Don't pay for valet parking basically the same as self parking. Upon check out they handed me the keys to get car. I think it was overpriced for what you get. Manchester is a cute town. Nothing in the room to make coffee and had to buy water no refrigerators as well"
Renata 1-night trip
Posted 12 hours ago
Kimpton Taconic Hotel by IHG
The Manchester View

The Manchester View

10/10 Excellent
"Outdoor firepit, hot tub under the stars. Gourmet breakfast. Beautiful views and grounds. Helpful staff!"
Diane 1-night trip
Posted 13 hours ago
The Manchester View
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Conveniently located right off Rt. 91, with a restaurant located in the same parking lot and gas stations nearby."
Ellen 1-night trip
Posted 2 days ago
Comfort Inn & Suites Brattleboro I-91
Latchis Hotel

Latchis Hotel

10/10 Excellent
"Great place. Staff are very nice and helpful."
Jonathan 2-night trip
Posted 4 days ago
Latchis Hotel
Colonial Motel

Colonial Motel

10/10 Excellent
"Staff was very helpful. A little seating area under some trees was a beautiful place to relax while the sun was setting."
Sondra 2-night trip
Posted 4 days ago
Colonial Motel
The Putney Inn

The Putney Inn

10/10 Excellent
"It’s a motel. It’s clean and the staff is friendly. It’s definitely not fancy, but it gets the job done."
Courtney 2-night trip
Posted 4 days ago
The Putney Inn

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