A street lined with historic buildings, including a Morgan House restaurant.

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Check availability on Lee Hotels with a Pool

Our top choices for Lee hotels with a pool

A vintage turquoise Ford truck parked in front of a building labeled "CHAMBÉRY INN."

1. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is CA $249
CA $278 total
includes taxes & fees
Nov 22 - Nov 23
Chambery Inn
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

2. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is CA $122
CA $136 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Lee - Lenox South
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

3. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
The price is CA $110
CA $123 total
includes taxes & fees
Nov 16 - Nov 17
Sunset Inn
A wooden deck with a table and chairs, overlooking a road with a mountain in the distance.

4. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (713 reviews)
"It was super clean and safe"
United States
Fernando
The price is CA $80
CA $89 total
includes taxes & fees
Dec 6 - Dec 7
Econo Lodge Lee - Great Barrington
A well-lit dining area with a round table and chairs, a potted plant, and a view through large windows.

5. Pilgrim Inn

Pilgrim Inn
2.5 star property
Lee
5.8 out of 10, (336 reviews)
"can’t get in touch with the front desk after six. If you don’t check in at 6 go find an other place to stay"
United States
james
The price is CA $114
CA $128 total
includes taxes & fees
Nov 17 - Nov 18
Pilgrim Inn
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

6. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is CA $163
CA $182 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn
A large indoor swimming pool with clear blue water, surrounded by white lounge chairs and a few potted plants.

7. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (52 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is CA $192
CA $215 total
includes taxes & fees
Dec 6 - Dec 7
Element by Marriott Lenox Berkshires
A calm lake at dusk with a wooden dock and two chairs facing the water.

8. Berkshire Lake Lodge

Berkshire Lake Lodge
3.0 star property
Lee
9.8 out of 10, Exceptional, (28 reviews)
"excellent lakeside view"
United States
mike
The price is CA $162
CA $181 total
includes taxes & fees
Nov 19 - Nov 20
Berkshire Lake Lodge
A neatly made bed with white linens, two bedside lamps, a nightstand with a telephone, and a painting on the wall.

9. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (944 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
The price is CA $85
CA $95 total
includes taxes & fees
Nov 15 - Nov 16
Monument Mountain Motel
An indoor swimming pool with lounge chairs, a diving board, and a window with a view of trees.

10. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is CA $156
CA $175 total
includes taxes & fees
Nov 19 - Nov 20
Hampton Inn & Suites Berkshires-Lenox
An indoor swimming pool with clear water, tiled floors, and a blue wall.

11. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is CA $147
CA $164 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A snow-covered outdoor area with a patio, seating, and a covered dining area.

12. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is CA $242
CA $278 total
includes taxes & fees
Nov 15 - Nov 16
The Cornell Inn, Lenox & The Berkshires
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (822 reviews)
"Nice view and location for fall color."
United States
Md
The price is CA $229
CA $256 total
includes taxes & fees
Nov 19 - Nov 20
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
An indoor swimming pool with clear blue water, surrounded by windows with a view of trees.

14. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (690 reviews)
"Great stay!"
United States
Vandhana
The price is CA $162
CA $181 total
includes taxes & fees
Dec 13 - Dec 14
Courtyard by Marriott Lenox Berkshires
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

15. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (718 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is CA $169
CA $189 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Lenox Pittsfield
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

16. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (984 reviews)
"Staff very pleasant and accommodating."
United States
Rosemarie
The price is CA $164
CA $184 total
includes taxes & fees
Nov 17 - Nov 18
Hotel On North
A sign for East Rock Inn with a mountainous logo, surrounded by lush greenery and a gravel path leading to a building.

17. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is CA $181
CA $202 total
includes taxes & fees
Dec 14 - Dec 15
East Rock Inn
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

18. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,270 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is CA $109
CA $154 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Mountain Lodge
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

19. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,071 reviews)
"Nice Hotel"
United States
Juan
The price is CA $150
CA $167 total
includes taxes & fees
Nov 17 - Nov 18
Berkshires Untold
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

20. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great location friendly staff"
United States
David
The price is CA $108
CA $120 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Great Barrington
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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Choose what matters most at hotels with a pool in Lee

Breakfast included
Hot tub

Hotels with pools and free breakfast in Lee

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1000)
The price is CA $158
CA $204 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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.
View all properties

Top Lee Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"clean room - pleasant staff"
Tina 1-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Frequently asked questions

What are some accommodations with pools in Lee?
The Black Swan Lee - Lenox, an Ascend Collection Hotel: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Quality Inn Lee - Lenox South: Offers full, an outdoor pool, and complimentary wired internet access. Sunset Inn: Provides sun loungers, a pool, and complimentary wireless internet access.
What is there to see and do in Lee?
Surround yourself with nature at Goose Pond Reservation and Housatonic River. Discover sights such as Lee Premium Outlets, Lee Library, and Berkshire Mountain Country Store during your stay. Travelers love Lee for its array of dining options.
When is the best time to book a hotel with a pool in Lee?
Taking into account the local weather in Lee can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Lee are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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