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

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Check availability on Lee Hotels with a Pool

Tonight
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Lee hotels with a pool

Outdoor pool
View from room
Superior Room, 1 King Bed, Jetted Tub | Jetted tub
Superior Room, 1 King Bed, Jetted Tub

1. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
₩156,177
₩174,450 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn
Indoor spa tub
Grand Villa, 3 Bedrooms
Interior
Exterior

2. 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.
₩157,523
₩202,276 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn Club Vacations Oak 'n Spruce Resort
Pool
Lobby
Exterior
Lobby

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
₩107,168
₩149,784 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge
Pool
Lobby lounge
Room
Breakfast buffet

4. 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.
₩173,679
₩194,000 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Outdoor pool
Bar (on property)
Property grounds
Exterior

5. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
₩219,507
₩312,907 total
includes taxes & fees
Sep 23 - Sep 24
The Red Lion Inn
Pool
Exterior
Breakfast area
One King Bed, Non-Smoking, Accessible Roll in shower | Bathroom shower

6. 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.
₩179,953
₩201,007 total
includes taxes & fees
Sep 23 - Sep 24
Hampton Inn & Suites Berkshires-Lenox
Pool
Basic Double Room
Pool
Interior

7. Sunset Inn

Sunset Inn
Lee
  • Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
₩114,702
₩128,122 total
includes taxes & fees
Oct 5 - Oct 6
Sunset Inn
Exterior
Gazebo
Bathroom
Exterior

8. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
₩106,362
₩118,805 total
includes taxes & fees
Sep 20 - Sep 21
Howard Johnson by Wyndham Lenox
Indoor pool
Terrace/patio
Lobby
Restaurant

9. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
  • Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
₩196,944
₩219,986 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Lenox Pittsfield
Exterior
Room, 2 Double Beds | Pet-friendly
Room, 1 Queen Bed, Mobility Accessible | Bathroom
Front of property

10. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
₩151,464
₩169,182 total
includes taxes & fees
Sep 20 - Sep 21
The Little Lion
View all properties

Choose what matters most at hotels with a pool in Lee

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and free breakfast in Lee

Superior Room, 1 King Bed, Jetted Tub | Jetted tub
Living area
Superior Room, 1 King Bed, Jetted Tub
View from room

The Yankee Inn

The Yankee Inn
Lenox
₩156,177
₩174,450 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn
Exterior
Restaurant
Grand Villa, 3 Bedrooms
Grand Villa, 3 Bedrooms

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
₩157,523
₩202,276 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn Club Vacations Oak 'n Spruce Resort
Lobby lounge
Room
Breakfast buffet
Room amenity

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
₩173,679
₩194,000 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Breakfast area
Pool
Exterior
Snack bar

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
₩179,953
₩201,007 total
includes taxes & fees
Sep 23 - Sep 24
Hampton Inn & Suites Berkshires-Lenox
Restaurant
Indoor pool
Lobby
Restaurant

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
₩196,944
₩219,986 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Lenox Pittsfield
Property amenity
Restaurant
View from property
Exterior

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
₩263,858
₩294,729 total
includes taxes & fees
Sep 22 - Sep 23
Courtyard by Marriott Lenox Berkshires
Exterior
Breakfast meal
Lobby
Property amenity

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
₩262,067
₩292,729 total
includes taxes & fees
Sep 20 - Sep 21
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby
Reception
Private kitchen
Property amenity

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
₩239,650
₩267,689 total
includes taxes & fees
Oct 1 - Oct 2
Element by Marriott Lenox Berkshires
Room
Room
Room
Breakfast meal

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
₩154,830
₩172,945 total
includes taxes & fees
Oct 14 - Oct 15
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Front of property
Loft, Private Bathroom (Skylight Loft)
Library
Loft, Private Bathroom (Skylight Loft)

Brook Farm Inn

Brook Farm Inn
Lenox
₩343,995
₩395,137 total
includes taxes & fees
Sep 17 - Sep 18
Brook Farm Inn
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

Devonfield Inn B&B

Devonfield Inn B&B

10/10 Excellent
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
Sebastien 2-night trip
Posted 2 days ago
Devonfield Inn B&B

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: Provides full, an outdoor pool, and complimentary wired internet access. Sunset Inn: Features kitchens, a pool, and televisions.
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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