The Best Historic Hotels in Southern Vermont, VT from AED 844 in 2026

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

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Our top choices for Southern Vermont historic hotels

Coffee/tea maker, fridge, microwave, oven

1. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton

Eleanor D.

AED 624

AED 1,358 total

includes taxes & fees

22 Sep - 23 Sep

Castle Queen Room | Premium bedding, blackout drapes, iron/ironing board, WiFi (free)

Condo Hotel Room | Premium bedding, blackout drapes, iron/ironing board, WiFi (free)

2. Castle Hill Resort And Spa

Cavendish

Mirco

AED 823

AED 897 total

includes taxes & fees

16 Sep - 17 Sep

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

Hoosick Falls

Anita T.

AED 691

AED 1,440 total

includes taxes & fees

13 Sep - 14 Sep

4. A roomy remodeled retreat close to MassMoCA

North Adams

Jennifer O.

AED 841

AED 1,764 total

includes taxes & fees

15 Sep - 16 Sep

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

Walpole

Sean M.

AED 1,441

AED 1,667 total

includes taxes & fees

13 Sep - 14 Sep

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

Hancock

Kristina L.

AED 370

AED 844 total

includes taxes & fees

14 Sep - 15 Sep

Shower, eco-friendly toiletries, hair dryer

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

Walpole

Kelly

AED 1,251

AED 1,532 total

includes taxes & fees

13 Sep - 14 Sep

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Top Southern Vermont Hotel Reviews

The Manchester View

10/10 Excellent

"Wow. What an amazing place. This was an unplanned stop while I was vacationing in the area and I am so happy I found it. The staff was amazing. Very nice. The property was absolutely beautiful. Every room had a deck that overlooked the mountains. The room was spotless, it felt like I was the first person every to stay there. Shower was hot and had great pressure. Bed was so comfortable, this was really the best sleep I had all vacation."

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."

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."

Comfort Inn & Suites Brattleboro I-91

8/10 Good

"Great accommodations, thanks!"

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."

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."

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Stratton Vacations

Find Historic Hotels in Southern Vermont, VT

Change your mind

Treat yourself

Be picky

Check availability on Southern Vermont Historic Hotels

Our top choices for Southern Vermont historic hotels

1. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Castle Hill Resort And Spa

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

4. A roomy remodeled retreat close to MassMoCA

5. 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

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

Top Southern Vermont Hotel Reviews

The Manchester View

Aspen At Manchester

Latchis Hotel

Comfort Inn & Suites Brattleboro I-91

Hampton Inn Brattleboro

The Palmer House Resort, an Ascend Collection Hotel

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