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

South Lee Hotel Guide - Hotels with Pool in South Lee, Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on South Lee Hotels with Pool

Our top choices for South Lee hotels with a pool

2 indoor pools, 2 outdoor pools, pool umbrellas, pool 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, (936 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is €160
includes taxes & fees
29 Jul - 30 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,015 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is €185
includes taxes & fees
20 Jul - 21 Jul
The Yankee Inn
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (491 reviews)
  • cleanliness
    Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.
The price is €66
includes taxes & fees
16 Jul - 17 Jul
Berkshire Travel Lodge
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, (133 reviews)
  • cleanliness
    Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
The price is €162
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
M3 Romantic Suite | Living area

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (193 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is €157
includes taxes & fees
20 Jul - 21 Jul
Blackberry River Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (424 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Centre, offering a sunny retreat in a peaceful location.
The price is €108
includes taxes & fees
20 Jul - 21 Jul
Sunset Inn
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,015 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is €219
includes taxes & fees
23 Jul - 24 Jul
The Red Lion Inn
Seasonal outdoor pool

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (880 reviews)
  • cleanliness
    Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
The price is €88
includes taxes & fees
19 Jul - 20 Jul
Berkshire Inn
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (98 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is €167
includes taxes & fees
16 Jul - 17 Jul
Little Cat Lodge
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (883 reviews)
  • cleanliness
    Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
The price is €97
includes taxes & fees
20 Jul - 21 Jul
Howard Johnson by Wyndham Lenox
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

Choose what matters most at hotels with a pool in South Lee

Breakfast included
4 stars

Top South Lee Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"It's an attractive, well run hotel. I like the idea that breakfast is included. It is reasonably close to Tanglewood."
Donald 3-night trip
Posted 1 hour ago
The Yankee Inn

Frequently asked questions

What's it like visiting South Lee?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about luxurious South Lee, which has 9 places to stay with pools. During your trip, you can explore sights such as Housatonic River and Chesterwood, and then relax and unwind poolside at one of the accommodation options in South Lee that guests like for their pools.
What are some accommodation options with pools in South Lee?
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Features 2 indoor swimming pools, 2 outdoor swimming 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 should I expect 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 lots 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 the local weather in South 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 South Lee are January, March, February and November, with each month seeing an average of 18 cm of snowfall.