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
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Southern Vermont historic hotels

1. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Brandon
NT$8,657
NT$9,436 total
includes taxes & fees
Oct 19 - Oct 20
Castle Hill Resort And Spa
View all properties

Top Southern Vermont Hotel Reviews

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 4 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 1 day 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 3 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 7 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 9 days ago
Kimpton Taconic Hotel by IHG

Explore a world of travel with Expedia