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

Find Historic Hotels in Southern Vermont, VT

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Southern Vermont Historic Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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 kitchen with white cabinets, a microwave, a stove, and a sink.
A kitchen with a wooden table and chairs, a microwave, and cabinets.

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

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
United States
Eleanor D.
AED 624
AED 1,362 total
includes taxes & fees
19 Oct - 20 Oct
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 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.

2. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Brandon
AED 830
AED 905 total
includes taxes & fees
26 Oct - 27 Oct
Castle Hill Resort And Spa
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.
A wooden bear statue with a 'WELCOME' sign in front of a garden with various plants and a stone pathway.
A two-story house with a front porch, a small garden, and a mailbox.
A living room with a fireplace, a television, a ceiling fan, a clock, and a window with curtains.

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.
AED 691
AED 1,452 total
includes taxes & fees
20 Oct - 21 Oct
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 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.

4. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Diane
AED 841
AED 1,781 total
includes taxes & fees
19 Oct - 20 Oct
A roomy remodeled retreat close to MassMoCA
View all properties

Top Southern Vermont Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Our room was amply sized to fit our family, including our pack-n-play fro our toddler. The provided breakfast was great the three morning we were there. The indoor pool was cold during our stay, and appeared to be undergoing some renovation. Otherwise it was a great stay."
Tim 3-night trip
Posted 16 hours ago
Comfort Inn & Suites Brattleboro I-91
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

10/10 Excellent
"Old, but clean, friendly, everything worked. Good size TV, microwave and fridge."
James 1-night trip
Posted 21 hours ago
Travelodge by Wyndham Brattleboro VT
The Manchester View

The Manchester View

10/10 Excellent
"Staff was so sweet and accommodating and we really enjoyed the delicious breakfast in the morning. We will definitely return!"
Janee 1-night trip
Posted 2 days ago
The Manchester View
Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"Great location, simple room--minimalist but nice with microwave, fridge. Was a great place to set up headquarters for our trip to Vermont. Beautiful view behind the motel with firepits. It is a self-serve kind of property, which suited us well. We stayed 4 days and they didn't come to clean throughout. But we could go to the office and pick up anything we needed: extra toiletries, towels, etc. We enjoyed staying at the Aspen."
Sarah 4-night trip
Posted 2 days ago
Aspen At Manchester
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Good"
Kenton 2-night trip
Posted 3 days ago
The Equinox Golf Resort And Spa
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 4 days ago
Hampton Inn Brattleboro
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 8 days ago
Colonial Motel
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 10 days ago
Kimpton Taconic Hotel by IHG

Explore a world of travel with Expedia