Find Hotels with a Pool in The Berkshires, MA

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Check availability on The Berkshires Hotels with a Pool

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top The Berkshires Hotels with a Pool

Devonfield Inn B&B
Enjoy a romantic meal for two on this serene patio, surrounded by lush greenery and a beautiful view.

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
Maple Terrace Motel
Relax by the pool surrounded by lush trees and lounge chairs.

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (568)
"The staff, room and property was wonderful! "
The price is NT$3,364
NT$3,757 total
includes taxes & fees
Aug 17 - Aug 18
Maple Terrace Motel
The Porches Inn at Mass MoCA
Outdoor pool

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (405)
"Very comfortable room that worked great for our family. "
The price is NT$5,629
NT$6,956 total
includes taxes & fees
Sep 2 - Sep 3
The Porches Inn at Mass MoCA
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Relax by the pool, surrounded by lounge chairs and a tranquil atmosphere.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (724)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is NT$4,519
NT$5,047 total
includes taxes & fees
Aug 25 - Aug 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Brook Farm Inn
Relax by the pool surrounded by lush greenery and lounge chairs.

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (155)
"Maureen and her lovely staff operate a first class B&B. Thoughtful amenities and conveniences, clean and comfortable. Amazing home cooked breakfast, both plentiful and delicious. Thank you"
Brook Farm Inn
Cozy Corner Motel
Relax in a serene outdoor space surrounded by lush greenery and trees, perfect for dining or socializing.

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (839)
"We thoroughly enjoyed our 1-night stay at the Cozy Corner! Rooms were very clean, and beds very comfortable! They also had a great breakfast, and I loved the outdoor seating area by the babbling brook!"
The price is NT$2,693
NT$3,164 total
includes taxes & fees
Sep 3 - Sep 4
Cozy Corner Motel
Berkshire Valley Inn
Relax by the pool surrounded by lush greenery and a serene hillside view.

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (554)
"Very clean and very nice staff. Breakfast was great"
The price is NT$4,978
NT$5,560 total
includes taxes & fees
Aug 17 - Aug 18
Berkshire Valley Inn
Hampton Inn & Suites Berkshires-Lenox
Enjoy a refreshing swim in our pool, surrounded by a spacious area with a clear view.

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1001)
"The breakfast."
The price is NT$4,299
NT$4,802 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Berkshires-Lenox
Courtyard by Marriott Lenox Berkshires
Relax by the pool surrounded by scenic views and comfortable seating.

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (567)
"After coming to Lenox for 15 years, I can easily say this is the best in town. "
The price is NT$4,548
NT$5,081 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Lenox Berkshires
Hilton Garden Inn Lenox Pittsfield
Relax by the pool surrounded by lounge chairs and sunbeds, with views of the surrounding area and greenery.

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is NT$4,754
NT$5,310 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Garden Inn Lenox Pittsfield
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.

Top The Berkshires Hotel Reviews

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

10/10 Excellent
"Great location! Large comfortable room. "
Alisa 2-night trip
Posted 1 day ago
Hotel Downstreet, Ascend Hotel Collection