The Bennington County Court House with a white facade, green shutters, and a gold dome.

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Check availability on Southern Vermont Historic Hotels

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Oct 1 - Oct 2
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Oct 2 - Oct 3
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Oct 2 - Oct 4
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Oct 9 - Oct 11

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.
¥26,763
¥58,362 total
includes taxes & fees
Oct 12 - Oct 13
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. The Privacy of a home & Perks of a Resort! Pool, Tennis, Views, Dogs, 6 baths!

The Privacy of a home & Perks of a Resort! Pool, Tennis, Views, Dogs, 6 baths!
Manchester
United States
Jessica G.
¥212,531
¥329,489 total
includes taxes & fees
Oct 21 - Oct 22
The Privacy of a home & Perks of a Resort! Pool, Tennis, Views, Dogs, 6 baths!

3. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Brandon
¥34,739
¥37,866 total
includes taxes & fees
Oct 21 - Oct 22
Castle Hill Resort And Spa

4. 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.
¥29,613
¥62,226 total
includes taxes & fees
Oct 5 - Oct 6
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

5. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Jennifer O.
¥36,051
¥75,791 total
includes taxes & fees
Oct 13 - Oct 14
A roomy remodeled retreat close to MassMoCA

6. 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.
¥19,836
¥41,324 total
includes taxes & fees
Oct 6 - Oct 7
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
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Top Southern Vermont Hotel Reviews

Colonial Motel

Colonial Motel

8/10 Good
"I love these kinds of motor lodges and I want them to keep improving and to succeed."
David 1-night trip
Posted 3 hours ago
Colonial Motel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Very nice staff and enjoyed my stay."
Charlene 1-night trip
Posted 5 hours ago
Comfort Inn & Suites Brattleboro I-91
Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"Modern, clean, easy access and parking and good location. Touchless check in was easy and efficient."
Joseph 1-night trip
Posted 1 day ago
Aspen At Manchester
The Putney Inn

The Putney Inn

10/10 Excellent
"Just needed the basics. Putney Inn delivered!"
Gregory 1-night trip
Posted 1 day ago
The Putney Inn
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Our “go to” for an uber relaxing and comfortable getaway when we are seeking the amenities of an established hotel."
Deborah 1-night trip
Posted 2 days ago
The Equinox Golf Resort And Spa
The Manchester View

The Manchester View

10/10 Excellent
"We really enjoyed our stay at The Manchester View. Our terrace room was spacious and comfortable, and the view was absolutely to die for—definitely one of the highlights of our stay. Check-in and checkout were both very easy, and the included breakfast was a nice touch and a great way to start the day. The location is also very convenient, especially for visiting Hildene, which is nearby and was a very special place and one of the highlights of our trip. A comfortable, relaxing stay with beautiful Vermont views. We would definitely stay here again."
Jose 1-night trip
Posted 3 days ago
The Manchester View
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The hotel was clean and it was quiet in my room. Staff were nice. It was conveniently located"
Lauren 2-night trip
Posted 4 days ago
Hampton Inn Brattleboro
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"all was wonderful and well orchestrated"
Peter 3-night trip
Posted 4 days ago
Kimpton Taconic Hotel by IHG

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