Find Historic Hotels in Southern Vermont, VT
Check availability on Southern Vermont Historic Hotels
Top 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. "
Philip
$327 nightly
The price is $366
Dec 15 - Dec 16
Total with taxes and fees
6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT
Manchester Center
10.0 out of 10, Exceptional, (51)
"This is our second time renting the Greybourne house. The house is just as amazing as we remembered it - spacious, clean, well stocked and located within a short drive to Stratton, Okemo or Killington. Allison is a great host - very responsive and helpful. We can't wait to return again next year."
Masha S.
$1,718 nightly
The price is $1,941
Dec 15 - Dec 16
Total with taxes and fees
The Carriage Barn Inn
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
natalia
$132 nightly
The price is $144
Dec 29 - Dec 30
Total with taxes and fees
Castle Hill Resort And Spa
Cavendish
9.0 out of 10, Wonderful, (104)
"Convenient that there is a restaurant is in the Castle, we also loved the outdoor hot tub and pool. "
Jeff
$251 nightly
The price is $274
Jan 6 - Jan 7, 2026
Total with taxes and fees
Entire Farmhouse with lots of open space 15 min north of Keene
Walpole
10.0 out of 10, Exceptional, (38)
"Lovely place would definitely book again"
Sean M.
$270 nightly
The price is $293
Dec 9 - Dec 10
Total with taxes and fees
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!"
Amanda M.
$210 nightly
The price is $235
Dec 9 - Dec 10
Total with taxes and fees
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
10.0 out of 10, Exceptional, (8)
"Beautiful cozy cottage. Very clean. Wonderful host."
Gloria A.
$231 nightly
The price is $250
Dec 9 - Dec 10
Total with taxes and fees
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (99)
"Quiet and relaxing property "
Michelle S.
$278 nightly
The price is $309
Dec 9 - Dec 10
Total with taxes and fees
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
The Palmer House Resort, an Ascend Collection Hotel
10/10 Excellent
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