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

Hotels with Swimming Pool in South Lee, Massachusetts

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Check availability on South Lee Hotels with Swimming Pool

This weekend
Jul 10 - Jul 12
Next weekend
Jul 17 - Jul 19

Our top choices for South Lee hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is P7,814
P8,728 total
includes taxes & fees
Jul 8 - Jul 9
The Yankee Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (578 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is P6,880
P7,685 total
includes taxes & fees
Jul 8 - Jul 9
The Little Lion
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is P10,860
P14,876 total
includes taxes & fees
Jul 22 - Jul 23
The Red Lion Inn
2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (927 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is P10,172
P12,564 total
includes taxes & fees
Jul 16 - Jul 17
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Living area

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (191 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is P9,564
P10,999 total
includes taxes & fees
Jul 8 - Jul 9
Blackberry River Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (420 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
The price is P6,081
P6,793 total
includes taxes & fees
Jul 13 - Jul 14
Sunset Inn
Seasonal outdoor pool

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (874 reviews)
  • cleanliness
    Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
The price is P5,528
P6,175 total
includes taxes & fees
Jul 12 - Jul 13
Berkshire Inn
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (881 reviews)
  • cleanliness
    Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
The price is P6,081
P6,793 total
includes taxes & fees
Jul 7 - Jul 8
Howard Johnson by Wyndham Lenox
Indoor pool

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, (123 reviews)
  • cleanliness
    Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
The price is P10,172
P11,363 total
includes taxes & fees
Jul 12 - Jul 13
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,024 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is P8,209
P10,541 total
includes taxes & fees
Aug 5 - Aug 6
Berkshire Mountain Lodge
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 South Lee

Breakfast included
4 stars

Top South Lee Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"It was a great stay! Super friendly and helpful staff."
Susan 3-night trip
Posted 1 hour ago
Quality Inn Great Barrington

Frequently asked questions

What's it like visiting South Lee?
If lounging by a pool is your idea of the perfect getaway, you may want to consider luxurious South Lee, which has 9 places to stay with pools. During your visit, you can explore sights such as Housatonic River and Chesterwood, and then relax and unwind poolside at one of the accommodations in South Lee that guests like for their pools.
What are some accommodations with pools in South Lee?
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Features 2 indoor pools, 2 outdoor 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: Condo, 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. The Red Lion Inn: Offers free self parking, an indoor pool, and complimentary wireless internet access.
How many pool hotels will I be able to find in South Lee?
Expedia has 9 hotels in South Lee for your poolside break.
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 lost 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 into account the local weather in South 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 South Lee are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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