Historic Hotels & Resorts in Southern Vermont

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Southern Vermont Historic Hotels

This weekend
Next weekend

Best Southern Vermont Historic Hotels

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is NZ$638
includes taxes & fees
10 Nov - 11 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

The Carriage Barn Inn

3.0 star property
Keene
9.6 out of 10, Exceptional, (163)
"This BNB is delightful. Great location and easy to find in town. Lovely house, room, easy check in, and the owner was great. The owner was there when we checked in and gave us a tour and recommendations for dinner in town. Downtown is just darling and easy walking around the town square. Dinner in town was excellent as well. I would highly recommend a stay here to anyone. "
United States
Tina
The price is NZ$316
includes taxes & fees
1 Dec - 2 Dec
The Carriage Barn Inn

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Hoosick Falls
9.8 out of 10, Exceptional, (97)
"Loved the location - very quiet! The house has everything you could possibly need and was very clean. It worked out perfectly for my visit to the area and I would definitely stay here again."
United States
Susan T.
The price is NZ$575
includes taxes & fees
23 Nov - 24 Nov
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

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

Hancock
10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
The price is NZ$416
includes taxes & fees
12 Nov - 13 Nov
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Walpole
10.0 out of 10, Exceptional, (8)
"Easy hand's off check in and great communication with the host. The cottage itself was lovely - my friends and I were in town for a wedding and it was the perfect accommodations! Would definitely stay here again! "
United States
Frances D.
The price is NZ$444
includes taxes & fees
9 Nov - 10 Nov
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

North Getaway Cottage

Williamstown
9.4 out of 10, Exceptional, (23)
"This home was perfect for five of us to reconnect after many years! Williamstown was beautiful and suited our needs. We enjoyed both the nearby Clark Museum and Mass MOCA, as well as Mt. Greylock. Since all of us were coming from different directions, we had five cars and thankfully, this house has plenty of parking. I’d recommend this VRBO highly, especially for family of students at Williams College."
United States
Jenny LaBate P.
The price is NZ$789
includes taxes & fees
11 Nov - 12 Nov
North Getaway Cottage

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Clock Tower Base Area
9.2 out of 10, Wonderful, (25)
"My sister and our two sons stayed here. It was simple, and extraordinarily convenient . It could use some updating - namely the pull out sofa mattress - labeled from 1992. Not comfortable. Besides that, it was right for the price if convenience is a priority."
United States
Justin B.
The price is NZ$409
includes taxes & fees
12 Nov - 13 Nov
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

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

Ludlow
10.0 out of 10, Exceptional, (101)
"Pretty nice little condo in a nice location."
United States
jonathan H.
The price is NZ$491
includes taxes & fees
11 Nov - 12 Nov
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Entire Farmhouse with lots of open space 15 min north of Keene

Walpole
10.0 out of 10, Exceptional, (38)
"Great location, great house, and wonderful breakfast. Would highly recommend and plan to stay there again some day soon."
United States
Evan T.
The price is NZ$519
includes taxes & fees
9 Nov - 10 Nov
Entire Farmhouse with lots of open space 15 min north of Keene

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

Ludlow
9.8 out of 10, Exceptional, (103)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
The price is NZ$731
includes taxes & fees
11 Nov - 12 Nov
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
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.

Top Southern Vermont Hotel Reviews

Explore a world of travel with Expedia