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 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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.
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.
￥26,913
￥57,271 total
includes taxes & fees
Oct 14 - Oct 15
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
￥34,082
￥37,150 total
includes taxes & fees
Oct 19 - Oct 20
Castle Hill Resort And Spa
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.
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.
A wooden deck with a grill, a table, and chairs.

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.
￥29,778
￥62,573 total
includes taxes & fees
Oct 21 - Oct 22
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 room with a wooden bench, a table, and a door with glass panels.
A narrow hallway with a wooden floor, a black door at the end, and a wall with floral wallpaper.
A kitchen with white cabinets, wooden dining table, and chairs. There are hanging pendant lights and a window with a view.

4. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Diane
￥36,253
￥76,038 total
includes taxes & fees
Oct 26 - Oct 27
A roomy remodeled retreat close to MassMoCA
View all properties

Top Southern Vermont Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Clean room. Breakfast good for quick bite and coffee was good"
JAMES 1-night trip
Posted 5 hours ago
Hampton Inn Brattleboro
Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"everything was amazing! Beautiful hotel, room was huge and beds sooo comfortable! Everyone was super friendly and accomodating. Cant wait to go back!"
Hope I 2-night trip
Posted 5 hours ago
Aspen At Manchester
The Manchester View

The Manchester View

8/10 Good
"Beautiful room, very clean and new. It was very bare in the room though. Breakfast from 8-10 and we went at 9:40, it was wiped out with nobody refilling so make sure you go early. Next day we went early and it was delicious! Hot tub was amazing which we used both nights. Overall, the views are gorgeous and highly recommend this hotel."
Marybeth 2-night trip
Posted 10 hours ago
The Manchester View
Colonial Motel

Colonial Motel

8/10 Good
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
Leonard 3-night trip
Posted 4 days ago
Colonial Motel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"We had a one night stay recently. We were on the newly-renovated 4th floor, which was very nice. The room was very clean. We were there early, so we went to the 99 Restaurants bar that was right in front of the Comfort Inn. Check-in was easy and the staff were very pleasant. Room was very nice. We did have an issue with the television, but staff responded quickly and solved the issue. The free breakfast in the morning was very nice. Pancakes, waffles (with fruit toppings & syrup), bacon, breads, bagels and muffins, fresh fruit, cereals, yogurts. Many beverage options. A very nice selection! Staff was right there to replenish anything that was running low. Parking was plentiful, and right in front of the entrance. Check-out was fast and easy. I would highly recommend Comfort Inn & Suites!"
Lori 1-night trip
Posted 5 days ago
Comfort Inn & Suites Brattleboro I-91
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 6 days ago
Kimpton Taconic Hotel by IHG

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