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
17 Sep - 18 Sep
Tomorrow
18 Sep - 19 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Our top choices for Southern Vermont historic hotels

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 1,329 total
includes taxes & fees
22 Sep - 23 Sep
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Mirco
AED 815
AED 888 total
includes taxes & fees
21 Sep - 22 Sep
Castle Hill Resort And Spa

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 1,395 total
includes taxes & fees
18 Sep - 19 Sep
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

4. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Jennifer O.
AED 841
AED 1,764 total
includes taxes & fees
22 Sep - 23 Sep
A roomy remodeled retreat close to MassMoCA

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.
AED 1,601
AED 1,960 total
includes taxes & fees
27 Sep - 28 Sep
Entire Farmhouse with lots of open space 15 min north of Keene

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
AED 1,390
AED 1,703 total
includes taxes & fees
30 Sep - 1 Oct
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

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.
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
View all properties

Top Southern Vermont Hotel Reviews

The Manchester View

The Manchester View

8/10 Good
"I have no complaints. Scenery is amazing 👏."
Brenda 1-night trip
Posted 2 hours ago
The Manchester View
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"The room was nice and clean. The air-conditioning was great. We love that there was a restaurant about 200 feet away. That was actually pretty good. The young man who checked us in was very friendly."
Thomas 1-night trip
Posted 23 hours ago
Comfort Inn & Suites Brattleboro I-91
Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"Absolutely loved this property! Amazing location, super clean and spacious rooms! We loved being in close proximity to the town, which was soooooo amazingly pet friendly! We will definitely be back"
Ina 2-night trip
Posted 3 days ago
Aspen At Manchester
Colonial Motel

Colonial Motel

8/10 Good
"The room was substantially larger than most motels provide. It was quiet, bed was comfortable. Location was convenient, easy to find and agreeable. Breakfast was very limited— coffee, tea, toast, bagel. Overall, I would stay there again."
Alida 2-night trip
Posted 3 days ago
Colonial Motel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Great property but a needs a little more tender care."
Sylvia 2-night trip
Posted 4 days ago
The Equinox Golf Resort And Spa

Explore a world of travel with Expedia