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

Lee Hotel Guide - Hotels with Pool in Lee, Massachusetts

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Check availability on Lee Hotels with Pool

Tonight
12 Aug - 13 Aug
Tomorrow
13 Aug - 14 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Lee hotels with a pool

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.
€121
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

2. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
€160
includes taxes & fees
7 Sept - 8 Sept
The Yankee Inn

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
€111
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge

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.
€119
includes taxes & fees
9 Sept - 10 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

5. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
€201
includes taxes & fees
9 Sept - 10 Sept
The Red Lion Inn

6. Sunset Inn

Sunset Inn
Lee
  • Splash into a seasonal outdoor pool near Tanglewood Music Centre, offering a sunny retreat in a peaceful location.
€96
includes taxes & fees
1 Sept - 2 Sept
Sunset Inn

7. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
€76
includes taxes & fees
7 Sept - 8 Sept
Howard Johnson by Wyndham Lenox

8. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
€109
includes taxes & fees
7 Sept - 8 Sept
The Little Lion

9. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
  • Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness centre.
€180
includes taxes & fees
19 Aug - 20 Aug
Courtyard by Marriott Lenox Berkshires

10. 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.
€159
includes taxes & fees
10 Sept - 11 Sept
Hilton Garden Inn Lenox Pittsfield
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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

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
€121
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

The Yankee Inn

The Yankee Inn
Lenox
€160
includes taxes & fees
7 Sept - 8 Sept
The Yankee Inn

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
€119
includes taxes & fees
9 Sept - 10 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
€180
includes taxes & fees
19 Aug - 20 Aug
Courtyard by Marriott Lenox Berkshires

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
€142
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn & Suites Berkshires-Lenox

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
€188
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
€159
includes taxes & fees
10 Sept - 11 Sept
Hilton Garden Inn Lenox Pittsfield

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
€205
includes taxes & fees
23 Aug - 24 Aug
Element by Marriott Lenox Berkshires

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
€76
includes taxes & fees
7 Sept - 8 Sept
Howard Johnson by Wyndham Lenox

Devonfield Inn B&B

Devonfield Inn B&B
Lee
€376
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B
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

Sunset Inn

Sunset Inn

8/10 Good
"The room was very small. The microwave didn't work; it was replaced with another microwave that only worked once. The room wasn't cleaned the 2nd morning; the manager brought new towels and asked whether I wanted the bed made. The staff was very accommodating."
Myrna 2-night trip
Posted 2 days ago
Sunset Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"For a non-chain hotel, I was pleasantly surprised. Clean and comfortable. But definitely a B- C+ place which was perfect for a quick stay."
Susan 1-night trip
Posted 3 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Devonfield Inn B&B

Devonfield Inn B&B

8/10 Good
"The owners are so nice!!! Tha property is beautiful and the people that play the piano and sing during the day is the most relaxing and incredible experience!!!!"
Liliana 2-night trip
Posted 8 days ago
Devonfield Inn B&B

Frequently asked questions

What are some accommodation options with pools in Lee?
The Black Swan Lee - Lenox, an Ascend Collection Hotel: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Quality Inn Lee - Lenox South: Features full, an outdoor pool and complimentary high-speed (wired) 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 Animagic Museum of Animation, Berkshire Mountain Country Store and Lee Premium Outlets during your stay. Travellers love Lee for its array of dining options.
When is the best time to book a hotel with a pool in Lee?
Taking the local weather in 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 Lee are January, March, February and November, with each month seeing an average of 18 cm of snowfall.