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

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Check availability on Southern Vermont Hotels with a Pool

Tonight
Sep 30 - Oct 1
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Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Southern Vermont hotels with a pool

A bedroom with a fireplace, two beds, a chair, and a nightstand.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A wooden deck with two chairs and a table, surrounded by a wooden railing, overlooking a grassy area with trees and a distant road.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.

1. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
₩145,317
₩159,849 total
includes taxes & fees
Oct 26 - Oct 27
The Manchester View
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

2. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
₩132,014
₩145,215 total
includes taxes & fees
Oct 26 - Oct 27
Hideaway Inn Mt. Snow
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A treats display with snacks and sundries.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.
A spacious living area with a fireplace, comfortable seating, and a stone accent wall.

3. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
  • Rejuvenating indoor pool sanctuary with mountain views offers a tranquil retreat after a day on the nearby ski slopes.
₩209,841
₩230,825 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn and Suites Manchester
A large indoor swimming pool with wooden beams and a central decorative element.
Two people toasting with drinks on a balcony overlooking a large building with columns.
A large white building with a symmetrical facade and columns, surrounded by a well-manicured lawn and trees, with a mountain in the background.
A covered patio area with a wicker sofa, a round table with drinks, and a chair.

4. The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
  • Unwind in the mountain resort's year-round aquatic paradise featuring both indoor and seasonal outdoor pools.
₩194,185
₩287,681 total
includes taxes & fees
Oct 27 - Oct 28
The Equinox Golf Resort And Spa
A swimming pool with a clear blue water, surrounded by green grass and tall trees.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.
A cozy indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.
A garden with various flowers and a stream.

5. Toll Road Inn

Toll Road Inn
Manchester Center
  • Indulge in a refreshing mountain retreat at this Vermont inn with a seasonal outdoor pool and rejuvenating hot tub experience.
₩188,881
₩207,769 total
includes taxes & fees
Oct 25 - Oct 26
Toll Road Inn
An indoor swimming pool with clear water, surrounded by chairs and a bench.
An aerial view of a residential area with multiple houses, a tennis court, and a golf course.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.

6. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
  • Splash into refreshing indoor and outdoor pools at this relaxing mountain escape with sun loungers.
₩148,465
₩185,639 total
includes taxes & fees
Oct 20 - Oct 21
The Palmer House Resort, an Ascend Collection Hotel
A swimming pool with a gazebo, a covered patio, and a house with a porch.
A restaurant with multiple tables, chairs, a ceiling fan, and large windows.
A two-story house with a stone staircase leading to a wooden front door.
A wooden entrance with a red door, a welcome sign, a framed map, and a potted plant.

7. The Inn At Quail Run

The Inn At Quail Run
Wilmington
  • Dive into summer luxury at this guesthouse's seasonal pool, complete with sauna and nearby bay views for a refreshing retreat.
₩277,568
₩305,325 total
includes taxes & fees
Oct 8 - Oct 9
The Inn At Quail Run
A swimming pool with a wooden deck and a red building in the background.
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

8. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
  • Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool.
₩135,346
₩154,972 total
includes taxes & fees
Oct 28 - Oct 29
The Upper Pass Lodge at Magic Mountain
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.
A spacious dining area with multiple wooden tables and chairs, large windows with curtains, and a wooden ceiling.
A house with a porch, a wooden staircase, and a welcome sign.
A hot tub with a wooden bench in front.

9. Big Bears Lodge

Big Bears Lodge
West Dover
  • Dive into summertime bliss at this seasonal outdoor pool and year-round hot tub just minutes from Mount Snow's slopes.
₩233,563
₩256,933 total
includes taxes & fees
Oct 1 - Oct 2
Big Bears Lodge
A rectangular swimming pool surrounded by a white picket fence, with lounge chairs and an umbrella on one side.
An outdoor dining setup with a view of mountains and trees.
A modern living room with a wooden dining table, sofa, and fireplace.
A spacious living area with a sofa, coffee table, and a dining table with chairs.

10. Aspen At Manchester

Aspen At Manchester
Manchester Center
  • Seasonal pool adventures await with ski storage and free bicycles at this garden retreat.
₩161,463
₩192,483 total
includes taxes & fees
Oct 25 - Oct 26
Aspen At Manchester
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Choose what matters most at hotels with a pool in Southern Vermont

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Southern Vermont

A bedroom with a fireplace, two beds, a chair, and a nightstand.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A living room with a fireplace, a sofa, a coffee table, a cabinet, and two chairs.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.

The Manchester View

The Manchester View
Manchester Center
₩145,317
₩159,849 total
includes taxes & fees
Oct 26 - Oct 27
The Manchester View
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.
An indoor swimming pool with clear water, surrounded by chairs and a bench.
An aerial view of a residential area with multiple houses, a tennis court, and a golf course.

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
₩148,465
₩185,639 total
includes taxes & fees
Oct 20 - Oct 21
The Palmer House Resort, an Ascend Collection Hotel
An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.
A hotel room with two beds, a desk with a television, and a window with a mountain view.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington
₩209,841
₩228,727 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Bennington
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A treats display with snacks and sundries.
A spacious living area with a fireplace, comfortable seating, and a stone accent wall.

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
₩209,841
₩230,825 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn and Suites Manchester
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.
A spacious dining area with multiple wooden tables and chairs, large windows with curtains, and a wooden ceiling.
A house with a porch, a wooden staircase, and a welcome sign.
A hot tub with a wooden bench in front.

Big Bears Lodge

Big Bears Lodge
West Dover
₩233,563
₩256,933 total
includes taxes & fees
Oct 1 - Oct 2
Big Bears Lodge
A hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.
A tree with a fallen trunk in a grassy area with a blue building in the background.
A modern conference room with round tables and orange chairs, large windows with a view of greenery, and a ceiling with a grid pattern and hanging lights.

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
₩159,974
₩174,372 total
includes taxes & fees
Oct 7 - Oct 8
Hotel Vervana, Trademark Collection by Wyndham
A cozy living room with two sofas, a coffee table, and a lamp. There is a wooden ceiling with exposed beams and a ceiling fan.
A cozy living room with wooden furniture, a coffee table, and a fireplace.
A cozy living room with a fireplace, a wooden coffee table, a sofa, and a lamp. There is a dog bed and a welcome sign on the floor.
A welcoming entrance with a 'WELCOME' sign, a red door, and various seasonal flowers and decorations.

The Olympia Lodge

The Olympia Lodge
Manchester Center
₩303,835
₩334,219 total
includes taxes & fees
Oct 23 - Oct 24
The Olympia Lodge
A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.
A compact kitchen with a microwave, utensils, and a sink. A sliding door leads to a bedroom with a bed and a radiator.
A kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, a toaster, and a refrigerator.
A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.

Knotty Pine

Knotty Pine
Bennington
₩185,713
₩202,428 total
includes taxes & fees
Oct 1 - Oct 2
Knotty Pine
A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.
A bar area with wooden flooring, a leather sofa, and a bar counter with a variety of liquor bottles.
A cozy living room with a fireplace, bookshelves, and comfortable seating.
A swimming pool with lounge chairs, a red building with a tower, and lush greenery.

The Inn at Manchester

The Inn at Manchester
Manchester Village Historic District
₩261,997
₩331,443 total
includes taxes & fees
Oct 31 - Nov 1
The Inn at Manchester
A large two-story house with a front porch and a well-maintained lawn.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A rustic interior with wooden beams, a fireplace, and a chandelier.

The Landgrove

The Landgrove
Londonderry
₩299,407
₩326,354 total
includes taxes & fees
Oct 4 - Oct 5
The Landgrove
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4-star hotels with pools in Southern Vermont

A covered patio area with a wicker sofa, a round table with drinks, and a chair.
Two people toasting with drinks on a balcony overlooking a large building with columns.
A room with a fireplace, a sofa, a dining table with chairs, and large windows offering a view of the outside.
A large indoor swimming pool with wooden beams and a central decorative element.

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
₩194,185
₩287,681 total
includes taxes & fees
Oct 27 - Oct 28
The Equinox Golf Resort And Spa
A fire pit with flames, surrounded by outdoor seating and string lights.
A restaurant with wooden tables and chairs, large windows, and a chandelier.
A white building with a covered entrance, surrounded by white chairs arranged in rows, and string lights overhead.
A living room with a beige armchair, a small round table, a wooden bookcase, and patterned curtains.

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG
Manchester Village Historic District
₩356,099
₩448,306 total
includes taxes & fees
Oct 29 - Oct 30
Kimpton Taconic Hotel by IHG
A wooden deck with a solar panel, surrounded by lush greenery and a hill in the background.
A kitchen with wooden cabinets, a built-in stove, a microwave, and a sink.
A room with a stone fireplace, large windows with curtains, a patterned rug, and a plush chair.
A stone pathway leading to a porch with a wooden railing, surrounded by lush greenery and a lattice fence.

Windham Hill Inn

Windham Hill Inn
West Townshend
₩251,639
₩274,287 total
includes taxes & fees
Oct 20 - Oct 21
Windham Hill Inn
A swimming pool with a view of a barn and mountains in the background.
A two-story house with a porch and outdoor seating area.
A wooden deck with potted plants, a white chair, and a scenic view of hills and trees.
A rustic room with wooden floors, a metal cart, shelves with plants, and a refrigerator.

Hill Farm Inn

Hill Farm Inn
Arlington
₩404,843
₩745,939 total
includes taxes & fees
Oct 25 - Oct 26
Hill Farm Inn
A large, two-story house with a snow-covered driveway and surrounding trees.
An outdoor dining area with tables and chairs, umbrellas, and a view of a forested landscape.
A cozy living room with a fireplace, leather chairs, a sofa, and a table with wine glasses.
A bedroom with a large bed, a blue armchair, a wooden desk, and a view through a glass door.

Chesterfield Inn

Chesterfield Inn
West Chesterfield
₩407,741
₩442,403 total
includes taxes & fees
Oct 18 - Oct 19
Chesterfield Inn
A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.
A cozy living room with a piano, leather sofa, armchair, and a globe on a coffee table.
A living room with a fireplace, a pool table, and comfortable seating.
A dining area with a round wooden table, white chairs, and a green wall.

Inn on Putney Road

Inn on Putney Road
Brattleboro
Inn on Putney Road
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southern Vermont Hotel Reviews

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."
Deborah 1-night trip
Posted 10 hours ago
The Equinox Golf Resort And Spa
The Manchester View

The Manchester View

10/10 Excellent
"We really enjoyed our stay at The Manchester View. Our terrace room was spacious and comfortable, and the view was absolutely to die for—definitely one of the highlights of our stay. Check-in and checkout were both very easy, and the included breakfast was a nice touch and a great way to start the day. The location is also very convenient, especially for visiting Hildene, which is nearby and was a very special place and one of the highlights of our trip. A comfortable, relaxing stay with beautiful Vermont views. We would definitely stay here again."
Jose 1-night trip
Posted 2 days ago
The Manchester View
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Did well"
Eric 3-night trip
Posted 2 days ago
Comfort Inn & Suites Brattleboro I-91
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"it was very nice"
Myra Ann 3-night trip
Posted 2 days ago
The Black Bear Lodge at Stratton Mountain Resort
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The hotel was clean and it was quiet in my room. Staff were nice. It was conveniently located"
Lauren 2-night trip
Posted 3 days ago
Hampton Inn Brattleboro
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good
"What I like is the room was well stocked, very clean and the staff is very helpful. What I did not like is the parking is very inconvenient and is quite a walk which is never fun in bad weather. They need more luggage carts. It looked like they have about 5 or 6 for about a 200 room hotel. There was only one place on the property to get breakfast in the morning. There is a stove and refrigerator in the room. I had no idea before hand those would be available!"
Richard 2-night trip
Posted 3 days ago
Grand Summit Resort, A Vail Resorts Property
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"all was wonderful and well orchestrated"
Peter 3-night trip
Posted 3 days ago
Kimpton Taconic Hotel by IHG

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