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 14 - Sep 15
Tomorrow
Sep 15 - Sep 16
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Lee hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Deluxe Room, 1 King Bed, Fireplace | Bathroom | Shower, free toiletries, hair dryer, towels
Superior Room, 1 King Bed, Jetted Tub | Jetted tub
Superior Room, 1 King Bed, Jetted Tub | Desk, laptop workspace, iron/ironing board, WiFi (free)

1. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
￥17,819
￥19,904 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn
Indoor spa tub
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets
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.
￥17,972
￥23,079 total
includes taxes & fees
Sep 16 - Sep 17
Holiday Inn Club Vacations Oak 'n Spruce Resort
Indoor pool
Lobby
Property entrance
Exterior

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
￥12,227
￥17,090 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge
Indoor pool
Free daily buffet breakfast
Free toiletries, hair dryer, towels, soap
Premium bedding, pillowtop beds, in-room safe, desk

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.
￥19,816
￥22,134 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Outdoor pool, sun loungers
Property grounds
Exterior
Pub

5. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
￥24,332
￥34,810 total
includes taxes & fees
Sep 28 - Sep 29
The Red Lion Inn
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers
One King Bed, Non-Smoking, Accessible Roll in shower | Bathroom shower
Exterior
Free daily buffet breakfast

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.
￥20,406
￥22,793 total
includes taxes & fees
Sep 23 - Sep 24
Hampton Inn & Suites Berkshires-Lenox
Seasonal outdoor pool
Seasonal outdoor pool
Basic Double Room | Blackout drapes, iron/ironing board (on request), WiFi (free)
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.
￥12,280
￥13,716 total
includes taxes & fees
Oct 5 - Oct 6
Sunset Inn
Exterior
Deep soaking tub, hydromassage showerhead, free toiletries, hair dryer
Exterior
In-room safe, desk, laptop workspace, iron/ironing board

8. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
￥12,135
￥13,555 total
includes taxes & fees
Sep 15 - Sep 16
Howard Johnson by Wyndham Lenox
Indoor pool
Lobby
Breakfast, lunch and dinner served
Terrace/patio

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.
￥22,470
￥25,100 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Lenox Pittsfield
Exterior
Room, 2 Double Beds | Pet-friendly
Exterior
Room, 1 Queen Bed, Mobility Accessible | Bathroom | Shower, free toiletries, hair dryer, towels

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.
￥17,281
￥19,303 total
includes taxes & fees
Sep 15 - Sep 16
The Little Lion
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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
Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Superior Room, 1 King Bed, Jetted Tub | Desk, laptop workspace, iron/ironing board, WiFi (free)
View from room

The Yankee Inn

The Yankee Inn
Lenox
￥17,819
￥19,904 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn
Exterior
Restaurant
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
￥17,972
￥23,079 total
includes taxes & fees
Sep 16 - Sep 17
Holiday Inn Club Vacations Oak 'n Spruce Resort
Lobby lounge
Room amenity
Free daily buffet breakfast
Free daily buffet breakfast

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
￥19,816
￥22,134 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Free daily buffet breakfast
Snack bar
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers
Exterior

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
￥20,406
￥22,793 total
includes taxes & fees
Sep 23 - Sep 24
Hampton Inn & Suites Berkshires-Lenox
Breakfast, lunch and dinner served
Lobby
Breakfast, lunch and dinner served
Indoor pool

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
￥22,470
￥25,100 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Lenox Pittsfield
Property amenity
Restaurant
Indoor pool
Exterior

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
￥30,104
￥33,626 total
includes taxes & fees
Sep 20 - Sep 21
Courtyard by Marriott Lenox Berkshires
Exterior
Property amenity
Lobby
Free daily continental breakfast

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
￥29,900
￥33,399 total
includes taxes & fees
Sep 20 - Sep 21
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby
Property amenity
Coffee/tea maker, dining table
Reception

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
￥27,343
￥30,543 total
includes taxes & fees
Sep 24 - Sep 25
Element by Marriott Lenox Berkshires
Hypo-allergenic bedding available, desk, laptop workspace
Hypo-allergenic bedding available, desk, laptop workspace
Banquet hall
Daily to-go breakfast for a fee

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
￥17,665
￥19,732 total
includes taxes & fees
Oct 12 - Oct 13
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Front of property
Dining
Loft, Private Bathroom (Skylight Loft) | Premium bedding, iron/ironing board (on request), WiFi (free)
Loft, Private Bathroom (Skylight Loft) | Premium bedding, iron/ironing board (on request), WiFi (free)

Brook Farm Inn

Brook Farm Inn
Lenox
￥38,641
￥44,391 total
includes taxes & fees
Sep 20 - Sep 21
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.
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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 7 hours 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: Features full, an outdoor pool, and complimentary wired internet access. Sunset Inn: Offers 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 Berkshire Mountain Country Store, Lee Premium Outlets, and Lee Library 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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