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.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Southern Vermont Romantic Hotels

Tonight

11 Oct - 12 Oct

Tomorrow

12 Oct - 13 Oct

Next weekend

16 Oct - 18 Oct

In two weeks

23 Oct - 25 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

27 Oct - 28 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 living room with a brown sofa, a wooden coffee table, a dining table with chairs, and a staircase in the background.

A room with a large window offering a view of a grassy landscape with trees and a distant mountain range.

2. Family Friendly Hilltop House In Putney Vermont

Putney

United States

Susan G.

AED 519

AED 972 total

includes taxes & fees

9 Nov - 10 Nov

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.

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

Grafton

United States

Eleanor D.

AED 624

AED 1,366 total

includes taxes & fees

2 Nov - 3 Nov

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

A kitchen with white cabinets, a granite countertop, a stainless steel sink, and a red pendant light.

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.

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

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.

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

Hoosick Falls

United States

Anita T.

AED 691

AED 1,452 total

includes taxes & fees

20 Oct - 21 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 wooden interior with a large circular window, wooden beams, and a hanging lantern.

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

6. 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 bedroom with a large bed, a nightstand, an air conditioning unit, and a view through the window.

A modern kitchen with stainless steel appliances, a wooden dining table, and light-colored cabinetry.

A backyard with a wooden fence, a fire pit, and several Adirondack chairs in blue and white.

A cozy living room with a sectional sofa, a coffee table, and a ceiling fan.

7. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

Stephentown

United States

Christine P.

AED 424

AED 1,004 total

includes taxes & fees

12 Oct - 13 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 cozy room with a wooden bench, a small table, and a chair.

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

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

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"Beautiful place for getaway!!!😊"

The Manchester View

The Manchester View

10/10 Excellent

"We loved this property, our view opened up to magnificent Mountain View, if you are there during lead peeping season you know that makes a difference. We enjoyed the hot tub at night and the fireplace . Kind staff, they left cookies and bowls for our dog, breakfast was delicious, the variety of baked goods was perfect and the Vermont coffee provided brought up to a higher level I can’t wait to go back for a longer stay"

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent

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

Explore a world of travel with Expedia

Stratton Vacations