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

Tonight
Sep 11 - Sep 12
Tomorrow
Sep 12 - Sep 13
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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.
¥26,064
¥56,667 total
includes taxes & fees
Sep 22 - Sep 23
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Mirco
¥31,211
¥34,020 total
includes taxes & fees
Sep 30 - Oct 1
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.
¥28,839
¥60,771 total
includes taxes & fees
Sep 14 - Sep 15
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.
¥35,110
¥73,641 total
includes taxes & fees
Sep 15 - Sep 16
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.
¥60,561
¥70,064 total
includes taxes & fees
Sep 13 - Sep 14
Entire Farmhouse with lots of open space 15 min north of Keene

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.
¥17,172
¥37,505 total
includes taxes & fees
Sep 14 - Sep 15
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

7. 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
¥55,108
¥67,444 total
includes taxes & fees
Sep 13 - Sep 14
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
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Top Southern Vermont Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Great accommodations, thanks!"
Patrick 1-night trip
Posted 14 hours ago
Comfort Inn & Suites Brattleboro I-91
Aspen At Manchester

Aspen At Manchester

8/10 Good
"Didn't like that the bathroom shower had no soap dish or any kind of shelf for shampoos and stuff. The room was very musty smelling even with the A/C on. Room was clean and any staff we did run across was friendly. Don't like the idea if you arrive early they want to charge $35 extra. If the room is empty why? Don't think the price justify's what you get or don't get."
Vincent 2-night trip
Posted 17 hours ago
Aspen At Manchester
The Manchester View

The Manchester View

10/10 Excellent
"Totally renovated motel type property. Beautiful and spacious rooms. Great views, pool, fire pit, breakfast, etc. I booked a terrace king because the pics of the room showed two chairs and a round table, but it did not have a table so no place to open the lap top and work. Nice balcony and beautiful views."
Sandra 1-night trip
Posted 1 day ago
The Manchester View
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The room was very clean, the tv was very nice (my husband is now looking for one like it), it was quiet, which surprised me because it's near a busy highway. Breakfast was really good & a great variety! Only thing that could be improved is the mattress on the bed - it was a bit flat, but was comfortable enough."
Brenda 3-night trip
Posted 4 days ago
Hampton Inn Brattleboro
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"The room was very nice and the staff was very helpful. This is a motel. I didn’t realize that when I made my reservation. We enjoyed out stay."
Marilyn 2-night trip
Posted 6 days ago
The Palmer House Resort, an Ascend Collection Hotel

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