Search Hotels with Pool in West Stockbridge

  • 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 prices for these dates

Tonight
10 Nov - 11 Nov
Tomorrow
11 Nov - 12 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for West Stockbridge hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

1. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,014 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is Rp2.848.749
Rp4.080.515 total
includes taxes & fees
29 Nov - 30 Nov
The Red Lion Inn
An indoor swimming pool with clear blue water, surrounded by windows with a view of trees.

2. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (689 reviews)
  • cleanliness
    Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness centre.
The price is Rp2.271.657
Rp2.537.441 total
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Lenox Berkshires
An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.

3. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is Rp1.998.835
Rp2.586.338 total
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

4. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is Rp2.296.795
Rp2.565.538 total
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn
An indoor swimming pool with lounge chairs, a diving board, and a window with a view of trees.

5. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
The price is Rp1.983.020
Rp2.215.033 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn & Suites Berkshires-Lenox
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

6. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (822 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is Rp2.905.355
Rp3.245.283 total
includes taxes & fees
17 Nov - 18 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

7. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,268 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is Rp1.388.114
Rp1.954.542 total
includes taxes & fees
7 Dec - 8 Dec
Berkshire Mountain Lodge
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

8. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (717 reviews)
  • cleanliness
    Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
The price is Rp2.146.328
Rp2.397.348 total
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield
A swimming pool surrounded by a metal fence, with several lounge chairs and a small table nearby.

9. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.6 out of 10, Exceptional, (178 reviews)
  • cleanliness
    Dive into luxury poolside moments with a seasonal outdoor swimming area, vibrant bar service, and picturesque garden setting.
The price is Rp2.894.685
Rp3.377.916 total
includes taxes & fees
11 Nov - 12 Nov
Brook Farm Inn
A large indoor swimming pool with clear blue water, surrounded by white lounge chairs and a few potted plants.

10. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (51 reviews)
  • cleanliness
    Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.
The price is Rp2.441.475
Rp2.727.128 total
includes taxes & fees
29 Nov - 30 Nov
Element by Marriott Lenox Berkshires
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 West Stockbridge

Breakfast included
4 stars

Top West Stockbridge Hotel Reviews

An indoor swimming pool with clear blue water, surrounded by windows with a view of trees.
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox

10/10 Excellent

Helpful staff, clean room and great facilities.
United Kingdom
Laura
Reviewed July 30, 2026
Courtyard by Marriott Lenox Berkshires

Frequently Asked Questions

What are some accommodation options with pools in West Stockbridge?

Shaker Mill Inn: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Pleasant Valley Motel West Stockbridge: Offers free self parking, an indoor pool and complimentary wireless Internet access. Vacation Village in the Berkshires: Offers a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge: Provides a steam room, 3 indoor swimming pools and spa services. Quality Inn Great Barrington: Offers 3 restaurants, an outdoor pool and spa services.

What is there to see and do in West Stockbridge?

Make a point to visit attractions such as Stockbridge Bowl and Charles H. Baldwin & Sons. Discover sights such as Ebenezer II Gifts and Antiques and Hoffman's Pottery during your stay. The gardens and restaurants are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in West Stockbridge?

Taking the local weather in West Stockbridge 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 West Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.