Search Historic Hotels in Southern Vermont

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Southern Vermont Historic Hotels

Our top choices for Southern Vermont historic hotels

Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (169 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is £269
includes taxes & fees
16 Jun - 17 Jun
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Front of property

Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (118 reviews)
"This was our second time staying here and it never disappoints! I booked this trip during our kids' spring break for a quick getaway and to use the amazing heated outdoor pool. It's a great location convenient to all the amazing sites Vermont has to offer. Would love to go back again in the fall!"
United States
Jennifer
The price is £197
includes taxes & fees
23 Jun - 24 Jun
Castle Hill Resort And Spa
Fridge, microwave, oven, stovetop

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
9.8 out of 10, Exceptional, (105 reviews)
"The host was very responsive and helpful. The property itself was also fantastic, with plenty of amenities and kept very clean."
United States
Jon
The price is £232
includes taxes & fees
22 Jun - 23 Jun
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Property grounds

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (111 reviews)
"Clean great cozy place!"
United States
Himanshu P.
The price is £246
includes taxes & fees
16 Jun - 17 Jun
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Smart TV, fireplace, books

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Great location, "
United States
Bryan R J.
The price is £194
includes taxes & fees
16 Jun - 17 Jun
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Exterior

4 Season Cabin great location.

4 Season Cabin great location.
Mt Tabor
10.0 out of 10, Exceptional, (124 reviews)
"Excellent weekend getaway! My dog and I loved the cabin and the property! The hosts were top-notch! Can’t wait to return. Thanks for the hospitality ❤️"
United States
Corinna
The price is £234
includes taxes & fees
28 Jun - 29 Jun
4 Season Cabin great location.
Property grounds

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
10.0 out of 10, Exceptional, (38 reviews)
"Lovely place would definitely book again"
United States
Sean M.
The price is £247
includes taxes & fees
16 Jun - 17 Jun
Entire Farmhouse with lots of open space 15 min north of Keene
TV, books

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
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is £233
includes taxes & fees
16 Jun - 17 Jun
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Southern Vermont Hotel Reviews

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

6/10 Okay
"Stayed as a bridesmaid and wedding guest in the hotel recently. The rooms were dated and we found mold on the shower ceiling tiles. The main building is kept in better condition but rooms could definitely use some TLC. Staff was super friendly though!"
Elizabeth 2-night trip
Posted 3 hours ago
The Equinox Golf Resort & Spa

Explore a world of travel with Expedia