The Best Historic Hotels in Southern Vermont, VT from AED 830 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

A red house with a covered porch and a chimney.

A kitchen with white cabinets, a microwave, a stove, and a sink.

Two single beds with wooden frames and striped bedding, a small wooden nightstand with a lamp, and a window with a view of greenery.

A living room with a wood-burning stove, a blue armchair, and a bookshelf.

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

Grafton

Eleanor D.

AED 624

AED 1,333 total

includes taxes & fees

26 Oct - 27 Oct

A large stone building with a steep roof, surrounded by dense forest and hills.

A hotel room with a bed, a nightstand, a lamp, a door, and a view into another room with a couch and a window.

A traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.

A spacious living room with a fireplace, red sofas, a wooden coffee table, and a television.

2. Castle Hill Resort And Spa

Cavendish

Brandon

AED 850

AED 927 total

includes taxes & fees

26 Oct - 27 Oct

A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

A two-story house with a front porch, a small garden, and a mailbox.

A wooden bear statue with a 'WELCOME' sign in front of a garden with various plants and a stone pathway.

A wooden deck with a grill, a table, and chairs.

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

Hoosick Falls

Anita T.

AED 691

AED 1,452 total

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.

A living room with a sofa, a coffee table, a TV, and a window with curtains.

A spacious living area with a stone fireplace, comfortable seating, and a dining area.

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

Hancock

Kristina L.

AED 357

AED 830 total

includes taxes & fees

27 Oct - 28 Oct

A street view with buildings, including a bakery named 'The Hatchery' offering breakfast and lunch.

A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

A modern living room with a black leather sofa, wooden flooring, and exposed wooden beams on the ceiling.

A golf course with a clubhouse, surrounded by lush greenery and hills.

5. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Ludlow

Justin P.

AED 727

AED 1,608 total

includes taxes & fees

18 Nov - 19 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

A two-story house with a porch, a white picket fence, and a small garden with flowers.

A living room with a flat-screen TV, a sofa, a coffee table, and a lamp.

A compact kitchen with white cabinets, a dishwasher, and a countertop with various appliances.

6. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Ludlow

Tina l.

AED 812

AED 1,851 total

includes taxes & fees

18 Nov - 19 Nov

A kitchen with white cabinets, a wooden dining table, and pendant lights.

A cozy room with a wooden bench, a small table, and a chair.

A room with a wooden bench, a table, and a door with glass panels.

A kitchen with white cabinets, wooden dining table, and chairs. There are hanging pendant lights and a window with a view.

7. A roomy remodeled retreat close to MassMoCA

North Adams

Diane

AED 841

AED 1,768 total

includes taxes & fees

30 Oct - 31 Oct

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Top Southern Vermont Hotel Reviews

The Putney Inn

8/10 Good

"It was adequate"

Latchis Hotel

8/10 Good

"It’s located with restaurants within walking distance. It is well maintained for a historic hotel with probably about 15 steps in the lobby before you get to the elevator. It was noisy some nights due to being in the city and having residents living life. Staff was wonderful. Again location was great to see Buffalo—Niagara is 20 min away, Botanic Garden and Eternal Flame about the same. We enjoyed our stay."

The Equinox Golf Resort And Spa

8/10 Good

"The property is a beautiful old hotel, but you can tell they are having a hard time keeping it up. The rooms are big and cozy at the same time, the beds comfortable but the bathroom had some ventilation issues and therefore was a little moldy. While the pool was great, it was a shame the sauna was not working. All in all a nice stay though."

Hampton Inn Brattleboro

10/10 Excellent

"The hotel was fairly new. Coffee was the only thing I felt needed changed."

Kimpton Taconic Hotel by IHG

10/10 Excellent

"The Kimpton Taconic is a beautiful property with professional, friendly staff. We very much enjoyed our stay there and will stay there again the next time we are in Manchester VT."

Colonial Motel

8/10 Good

"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"We stayed in room 74-it was beautiful and so clean! From the time we checked in till the time we left, everyone went out of their way to make us feel welcome! The breakfast was delicious! And the gentleman who checked us in was very kind. We would 100% stay there again!!!"

Comfort Inn & Suites Brattleboro I-91

8/10 Good

"Was a good room for a one night stay on a road trip."

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

5. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

6. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

7. A roomy remodeled retreat close to MassMoCA

Top Southern Vermont Hotel Reviews

The Putney Inn

Latchis Hotel

The Equinox Golf Resort And Spa

Hampton Inn Brattleboro

Kimpton Taconic Hotel by IHG

Colonial Motel

The Palmer House Resort, an Ascend Collection Hotel

Comfort Inn & Suites Brattleboro I-91

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