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.
¥26,246
¥57,062 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
¥32,489
¥35,413 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.
¥29,041
¥60,510 total
includes taxes & fees
Sep 13 - Sep 14
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.
¥35,355
¥74,155 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.
¥15,563
¥35,492 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
¥52,573
¥64,412 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

The Manchester View

The Manchester View

10/10 Excellent
"This was a spectacular place to stay. Staff was very fruendly and helpful. They got the hot tub going for us and started a fire in case we wanted to enjoy sitting by it. Very quaint continental breakfast with attention to detail. Would definitelt stay here again."
cynthia 1-night trip
Posted 3 hours ago
The Manchester View
Aspen At Manchester

Aspen At Manchester

8/10 Good
"No interaction with the staff. They were invisible. The water stream in the shower was weak, but everything else was very good."
Izhar 2-night trip
Posted 4 hours ago
Aspen At Manchester
Latchis Hotel

Latchis Hotel

8/10 Good
"This hotel is a great representation of a niche throw back. Record players in the room. Stacks of records in the hall to enjoy. The lobby is beautiful and they are attached to the movie theatre, which is old school and beautiful to witness. The hotel is in a TERRIBLE AREA and in fact Brattleboro, VT has an extremely large homeless and drug population. I truly feel for the business’ in the town. No foot traffic. We didn’t see one police vehicle at all. Multiple people told us to keep our wits about us if walking at night. The restaurants that we did visit have lovely people and are friendly but the places to see are not worth a visit to this sad town. It’s truly unfortunate too. You have this idea of small town in New England with shops and mom and pop places to eat and this had almost NONE of that."
Matthew 1-night trip
Posted 6 hours ago
Latchis Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

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