The Best Romantic Hotels in Southern Vermont, VT from AED 775 in 2026 | Expedia

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

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16 Oct - 18 Oct

Our top choices for Southern Vermont romantic hotels

A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

A bunk bed room with a patterned rug, a window, and a bedside table.

A two-story building with a steeply pitched roof, a front door, and a staircase leading to a deck.

A compact living space with a brown leather sofa, a dining table with chairs, a kitchen area, and a fireplace.

1. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

United States

Tania J.

AED 226

AED 1,123 total

includes taxes & fees

26 Oct - 27 Oct

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 a wooden table and chairs, a microwave, and cabinets.

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

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

Grafton

United States

Eleanor D.

AED 624

AED 1,366 total

includes taxes & fees

12 Oct - 13 Oct

A garden with a wooden pergola, purple flowers, and a river view.

A living room with a brown sofa, a wooden coffee table, and a window with blinds.

A two-story wooden cabin with a balcony, a red door, and a star decoration.

A living room with a brown sofa, a wooden coffee table, a dining table with chairs, and a staircase in the background.

3. Family Friendly Hilltop House In Putney Vermont

Putney

United States

Susan G.

AED 489

AED 943 total

includes taxes & fees

20 Oct - 21 Oct

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.

A person sitting on a stone ledge outdoors with a scenic view in the background.

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

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

Manchester

United States

Jessica G.

AED 4,959

AED 7,878 total

includes taxes & fees

21 Oct - 22 Oct

A stone patio with outdoor furniture, a small brick house with a green roof, and a forested area.

A modern kitchen with white cabinets, a granite countertop, and a central island with stools.

A dog lying on a stone wall in a forested area.

A house with a brick exterior, a green roof, and a driveway leading to a garage.

5. Berkshire Village Carriage House - Super Private!!

Lanesborough

United States

Mary R.

AED 496

AED 775 total

includes taxes & fees

12 Oct - 13 Oct

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 living room with a fireplace, a television, a ceiling fan, a clock, and a window with curtains.

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

Hoosick Falls

United States

Anita T.

AED 691

AED 1,440 total

includes taxes & fees

8 Oct - 9 Oct

A wooden cabin with a red roof, a balcony, and a staircase leading to the upper level.

A wooden cabin with a deck and stairs, surrounded by trees and a sunset.

A rustic cabin interior with a wooden staircase, a globe, a refrigerator, and a window with a view of trees.

A wooden cabin with a red roof, surrounded by lush greenery and a clear sky.

7. Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing

Munsonville

United States

Ryan W.

AED 826

AED 1,235 total

includes taxes & fees

13 Oct - 14 Oct

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

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

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

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

8. A roomy remodeled retreat close to MassMoCA

North Adams

United States

Diane

AED 841

AED 1,781 total

includes taxes & fees

13 Oct - 14 Oct

View all properties

Top Southern Vermont Hotel Reviews

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent

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

The White House Inn

The White House Inn

10/10 Excellent

"We loved this place! It was our first visit but oh so quaint. Loved the restaurant, fireplace in the room and all the wonderful siting areas around the property. It is a great place to recharge and watch the beautiful surroundings."

The Manchester View

The Manchester View

10/10 Excellent

"Highly recommend for beautiful views!"

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"Great place to stay"

The Equinox Golf Resort And Spa

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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