A lush green landscape with a lake and rolling hills under a cloudy sky.

Hotels with Swimming Pools in South Lee

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Check availability on South Lee Hotels with Swimming Pools

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for South Lee hotels with a pool

A large indoor swimming pool with clear water, surrounded by walls with informational posters and a reception area with a 'Welcome' sign.
A multi-story hotel with balconies, a pond with rocks, and a clear sky.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A serene riverside view with a stone bridge, reflecting trees and buildings.

1. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
S$191
includes taxes & fees
3 Sept - 4 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort
A backyard with a swimming pool, lounge chairs, and a hot tub.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A covered porch with wicker furniture and hanging flower baskets.
A bar with wooden floors and shelves filled with bottles.

2. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
S$295
includes taxes & fees
14 Sept - 15 Sept
The Red Lion Inn
An indoor swimming pool with clear water, surrounded by chairs and tables, large windows, and a tiled floor.
A modern hotel lobby with seating areas, tables, and a reception desk.
A Holiday Inn Express & Suites building with a stone facade, a covered entrance, and a parking lot.
A hotel room with two beds, a desk, a TV, and a window with curtains.

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
  • Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
S$163
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A large house with a balcony and a grassy yard.
A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.
A two-story building with a gabled roof and a chimney.

4. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
S$160
includes taxes & fees
3 Sept - 4 Sept
The Little Lion
A swimming pool with a fenced area, lounge chairs, and a warning sign.
A hotel room with two beds, a chair, and a bedside table with a phone.
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.
A standard rectangular bathtub with a single faucet, tiled walls, and a geometric patterned floor.

5. Sunset Inn

Sunset Inn
Lee
  • Splash into a seasonal outdoor pool near Tanglewood Music Centre, offering a sunny retreat in a peaceful location.
S$127
includes taxes & fees
1 Sept - 2 Sept
Sunset Inn
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

6. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
S$226
includes taxes & fees
14 Sept - 15 Sept
The Yankee Inn
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A garden with wooden Adirondack chairs and a stone pathway.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

7. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
S$164
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge
A spacious hotel lobby with multiple seating areas, large windows, and a television.

8. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
  • Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
S$194
includes taxes & fees
14 Sept - 15 Sept
Hampton Inn & Suites Berkshires-Lenox
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.
A hotel room with two beds, a desk, a television, and a dresser.

9. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
S$276
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A swimming pool with a white fence, a flag, and a view of a town with houses and a hill in the background.
A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

10. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
S$112
includes taxes & fees
31 Aug - 1 Sept
Howard Johnson by Wyndham Lenox
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Choose what matters most at hotels with a pool in South Lee

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top South Lee Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Kelly 1-night trip
Posted 10 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"We only stayed a night but the rooms were clean enough and the staff was extremely kind. Would stay here again."
Sisile 1-night trip
Posted 12 hours ago
Quality Inn Great Barrington
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Perfect."
gordon 1-night trip
Posted 19 hours ago
The Red Lion Inn
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"The motel is in a great location. You could walk to everything. The room was clean and comfortable although the air conditioning in the room didn't work very well. The fan ran but it didn't cool the room."
Jen 1-night trip
Posted 1 day ago
Howard Johnson by Wyndham Lenox
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"…."
Tiago 3-night trip
Posted 3 days ago
Jiminy Peak Mountain Resort
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"0nly 1 of 3 elevators was working. It was a 11 story building, and there was a lot of waiting. My room was wonderful, very clean, and with a fabulous view."
Linda 1-night trip
Posted 4 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

What's it like visiting South Lee?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about luxurious South Lee, which has 17 places to stay with pools. During your trip, you can explore sights such as Housatonic River and National Shrine of the Divine Mercy, and then relax and unwind poolside at one of the accommodation options in South Lee that guests like for their pools.
What are some accommodation options with pools in South Lee?
Holiday Inn Club Vacations Oak 'n Spruce Resort: Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Vacation Village in the Berkshires: Offers a sauna, a communal pool and complimentary wireless Internet access. The Yankee Inn: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge: Features a seasonal outdoor pool, an indoor pool and buffet. FairBridge Inn Express: Offers free self parking, an indoor pool and complimentary wireless Internet access.
How many pool hotels should I expect to find in South Lee?
Expedia's 17 hotels in South Lee give you a great choice for your poolside getaway.
What is there to see and do in South Lee?
The picturesque setting of Housatonic River showcases the area's natural beauty. Discover sights such as Chesterwood during your stay. You'll also discover lots of options for restaurants and cheese shops in South Lee.
When is the best time to book a hotel with a pool in South Lee?
Taking the local weather in South Lee into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in South Lee are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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