The Best Historic Hotels in Southern Vermont, VT from ￥36,612 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 living room with a wood-burning stove, a blue armchair, and a bookshelf.

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

A kitchen with a wooden table and chairs, a microwave, and cabinets.

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

Grafton

Eleanor D.

￥26,860

￥58,574 total

includes taxes & fees

Oct 12 - Oct 13

A large estate with a swimming pool, tennis court, and a spacious lawn.

A large indoor swimming pool with a wooden interior, multiple windows, and seating areas.

An outdoor patio with wicker furniture, a glass table, and a grill area.

A spacious living room with leather sofas, a coffee table with a fruit bowl, and a patterned rug.

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

Manchester

Jessica G.

￥213,300

￥338,894 total

includes taxes & fees

Oct 21 - Oct 22

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

A spacious living room with a fireplace, comfortable seating, and a large window providing natural light.

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

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

3. Castle Hill Resort And Spa

Cavendish

Brandon

￥33,589

￥36,612 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

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

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

Hoosick Falls

Anita T.

￥29,720

￥61,925 total

includes taxes & fees

Oct 21 - Oct 22

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

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

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

An outdoor seating area with a fire pit, tables, and chairs.

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

Hancock

Kristina L.

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

A narrow hallway with a wooden floor, a black door at the end, and a wall with floral wallpaper.

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.

6. A roomy remodeled retreat close to MassMoCA

North Adams

Diane

￥36,182

￥76,595 total

includes taxes & fees

Oct 13 - Oct 14

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Top Southern Vermont Hotel Reviews

The Manchester View

8/10 Good

"The lodge was in a picturesque location with lots of amenities. The rooms were clean apart from bugs in the window seals and in the main community areas. Lots of spider webs in lamp shades and around window areas. Just seemed to be overlooked for a long time. Unfortunately, we did not have a window screen on our room window in order to cool the room off due to the AC unit not functioning properly. We did find a fan which helped some. The breakfast was delicious and it was overall a comfortable place to stay and relax. I would definitely return for the views and location. Hopefully with the new staff in place, the lodge will improve in other areas needing attention."

The Putney Inn

8/10 Good

"Very friendly staff. Our room appears to have been updated. Very roomy; comfortable beds; great shower; good breakfast although i left protein - eggs, sausage... office was very acccomodating when we requested an extra night. Fair price."

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"We had a one night stay recently. We were on the newly-renovated 4th floor, which was very nice. The room was very clean. We were there early, so we went to the 99 Restaurants bar that was right in front of the Comfort Inn. Check-in was easy and the staff were very pleasant. Room was very nice. We did have an issue with the television, but staff responded quickly and solved the issue. The free breakfast in the morning was very nice. Pancakes, waffles (with fruit toppings & syrup), bacon, breads, bagels and muffins, fresh fruit, cereals, yogurts. Many beverage options. A very nice selection! Staff was right there to replenish anything that was running low. Parking was plentiful, and right in front of the entrance. Check-out was fast and easy. I would highly recommend Comfort Inn & Suites!"

Latchis Hotel

8/10 Good

"We enjoyed our stay at the historic Latchis Hotel. You really get the feeling of stepping back in time. The staff were very helpful and provided recommendations on places to eat besides just checking us in. The room was fine and the working record player with records was a nice touch. Parking is about a half block away behind the hotel. Make sure you see the historic Latchis Theater’s main room. It is really amazing and will definitely take you back in time."

Kimpton Taconic Hotel by IHG

10/10 Excellent

"Great place my wife and I enjoyed our stay."

Aspen At Manchester

10/10 Excellent

"Great place, but a bit over priced for what it is"

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."

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

3. Castle Hill Resort And Spa

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

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

6. A roomy remodeled retreat close to MassMoCA

Top Southern Vermont Hotel Reviews

The Manchester View

The Putney Inn

Comfort Inn & Suites Brattleboro I-91

Latchis Hotel

Kimpton Taconic Hotel by IHG

Aspen At Manchester

The Equinox Golf Resort And Spa

Explore a world of travel with Expedia