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

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Check availability on Southern Vermont Romantic Hotels

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Southern Vermont romantic hotels

A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.
A compact kitchen with a wooden table and chairs, a white countertop, and light green cabinets.
A bunk bed room with a patterned rug, a window, and a bedside table.
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

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
United States
Tania J.
AED 226
AED 1,156 total
includes taxes & fees
26 Oct - 27 Oct
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
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.

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

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
United States
Eleanor D.
AED 624
AED 1,341 total
includes taxes & fees
22 Oct - 23 Oct
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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 room with a large window offering a view of a grassy landscape with trees and a distant mountain range.
A two-story wooden cabin with a balcony, a red door, and a star decoration.

3. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
United States
Susan G.
AED 483
AED 960 total
includes taxes & fees
27 Oct - 28 Oct
Family Friendly Hilltop House In Putney Vermont
A spacious living room with a fireplace, a dining area, and a kitchen with wooden cabinets and a microwave.
A dining area with a wooden table and chairs, a chandelier, a fireplace, and a kitchen in the background.
A fireplace with visible logs and flames, a wooden table with a plate of cookies, a bowl of marshmallows, and a glass of red wine.
A residential area with houses, a driveway, and a hilly landscape in the background.

4. Experience Vermont’s Fall Magic at here at the Lemondrop

Experience Vermont’s Fall Magic at here at the Lemondrop
Dover
United States
Alexander H.
AED 1,250
AED 2,475 total
includes taxes & fees
22 Oct - 23 Oct
Experience Vermont’s Fall Magic at here at the Lemondrop
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 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.

5. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
United States
Mary R.
AED 551
AED 845 total
includes taxes & fees
14 Nov - 15 Nov
Berkshire Village Carriage House - Super Private!!
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 rustic wooden interior with a large circular window, wooden beams, and a hanging lantern.

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

Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing
Munsonville
United States
Sara H.
AED 826
AED 1,235 total
includes taxes & fees
25 Oct - 26 Oct
Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.
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.
A wooden deck with a grill, a table, and chairs.

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

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
22 Oct - 23 Oct
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.
A compact kitchen with a sink, microwave, and stainless steel refrigerator.
A bedroom with a bed, a nightstand, a lamp, a painting of a snowy forest, and a window with curtains.
A golf course with a clubhouse, surrounded by lush greenery and hills.

8. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
United States
Justin P.
AED 705
AED 1,578 total
includes taxes & fees
18 Nov - 19 Nov
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
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 tree in front.
A living room with a flat-screen TV, a sofa, a coffee table, and a lamp.
A two-story house with a porch, a white picket fence, and a small garden with flowers.

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

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
United States
Tina l.
AED 801
AED 1,838 total
includes taxes & fees
18 Nov - 19 Nov
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
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 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.

10. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Diane
AED 841
AED 1,768 total
includes taxes & fees
31 Oct - 1 Nov
A roomy remodeled retreat close to MassMoCA
View all properties

Top Southern Vermont Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"The coffee was amazing"
Camilo 3-night trip
Posted less than an hour ago
The Manchester View
Kimpton Taconic Hotel by IHG

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."
Jim 2-night trip
Posted 1 day ago
Kimpton Taconic Hotel by IHG
The White House Inn

The White House Inn

10/10 Excellent
"The staff was amazing here and we absolutely loved our stay. We will be coming back and staying again."
Sean 3-night trip
Posted 2 days ago
The White House Inn
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Everything was good; but continental breakfast was poor; there was no eggs"
MUSTAFA 2-night trip
Posted 3 days ago
The Black Bear Lodge at Stratton Mountain Resort
Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel

8/10 Good
"Rob at the front desk was very engaging and helped us plan our outdoor activities during our visit!"
Amy 2-night trip
Posted 4 days ago
Sun Lodge near Manchester VT, Ascend Collection Hotel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Good"
Kenton 2-night trip
Posted 8 days ago
The Equinox Golf Resort And Spa

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