The Bennington County Court House with a white facade, green shutters, and a gold dome.

Historic Hotels & Resorts in Southern Vermont from NZ$393

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Check availability on Southern Vermont Historic Hotels

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Southern Vermont historic hotels

A red house with a covered porch and a chimney.
Two single beds with wooden frames and striped bedding, a small wooden nightstand with a lamp, and a window with a view of greenery.
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.
NZ$635
includes taxes & fees
30 Sept - 1 Oct
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 spacious living room with leather sofas, a coffee table with a fruit bowl, and a patterned rug.
A large indoor swimming pool with a wooden interior, multiple windows, and seating areas.

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.
NZ$3,747
includes taxes & fees
21 Oct - 22 Oct
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 traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.
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.

3. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Brandon
NZ$440
includes taxes & fees
29 Sept - 30 Sept
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.

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.
NZ$700
includes taxes & fees
29 Sept - 30 Sept
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 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.

5. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Jennifer O.
NZ$854
includes taxes & fees
13 Oct - 14 Oct
A roomy remodeled retreat close to MassMoCA
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A spacious living area with a stone fireplace, comfortable seating, and a dining area.
A living room with a sofa, a coffee table, a TV, and a window with curtains.
A snow-covered outdoor area with a fire pit, tables, and chairs, indicating a winter resort setting.

6. 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.
NZ$393
includes taxes & fees
28 Sept - 29 Sept
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

Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"We're not usually 'motel' people so we were skeptical. Turns out it was such a great place...clean, comfortable. We would definitely recommend."
Cheryl 1-night trip
Posted 14 hours ago
Aspen At Manchester
The Manchester View

The Manchester View

10/10 Excellent
"Property has been renovated-it is very clean and modern. Nice simple breakfast served. Housekeeping didn’t show the 2nd day of our stay. ( we hunted them down for towels before getting ready for a wedding. They offered to come then- but it was too late in the day) Great views and quite location."
Cynthia 2-night trip
Posted 1 day ago
The Manchester View
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

8/10 Good
"Lovely setting and cozy atmosphere. No coffee maker or mini fridge in room due to electrical system. Pool, hot tub, steam room and sauna were good. Needs to be managed a little better."
Nancy 3-night trip
Posted 4 days ago
The Equinox Golf Resort And Spa
Latchis Hotel

Latchis Hotel

10/10 Excellent
"WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests. It is a special place - not the run of the mill franchise. The linen is first class, nice thick towels. The room had a microwave and a refrig, plus the record player theme is another theme for folks who appreciate the vinyl era. Remember - Art Deco Era - not modern era."
Kris 6-night trip
Posted 5 days ago
Latchis Hotel

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