Find Hotels with a Pool in The Berkshires, MA

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Check availability on The Berkshires Hotels with a Pool

Tonight
Jul 27 - Jul 28
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Jul 28 - Jul 29
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Aug 1 - Aug 3
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Aug 8 - Aug 10

Top The Berkshires Hotels with a Pool

The Yankee, Trademark Collection by Wyndham
Relax by the pool surrounded by lounge chairs and umbrellas.

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1010)
"Loved the Yankee Inn!"
The price is NT$4,682
NT$5,229 total
includes taxes & fees
Jul 30 - Jul 31
The Yankee, Trademark Collection by Wyndham
Vacation Village in the Berkshires
Relax by the pool surrounded by lounge chairs and a seating area with tables.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1908)
"Great stay with all plenty of things to do…"
The price is NT$2,558
NT$3,180 total
includes taxes & fees
Aug 25 - Aug 26
Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Host meetings and events in style with a spacious conference room featuring large windows, polished floors, and elegant artwork.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (837)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is NT$3,622
NT$4,045 total
includes taxes & fees
Aug 4 - Aug 5
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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, (719)
"No complaints at all. Great place to stay!"
The price is NT$4,446
NT$4,966 total
includes taxes & fees
Aug 14 - Aug 15
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Hotel Downstreet, Ascend Hotel Collection
Enjoy a lively swim in our indoor pool, featuring a vibrant mural and easy access via a ladder.

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1011)
"Great place"
The price is NT$5,008
NT$5,594 total
includes taxes & fees
Jul 30 - Jul 31
Hotel Downstreet, Ascend Hotel Collection
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, (553)
"Very clean and very nice staff. Breakfast was great"
The price is NT$4,876
NT$5,446 total
includes taxes & fees
Jul 30 - Jul 31
Berkshire Valley Inn
Club Wyndham Bentley Brook
Guests can lounge by the pool surrounded by comfortable chairs and enjoy the hotel's secure outdoor space.

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (532)
"We loved the suite we stayed in. The shower was small, but the water pressure and water temperature were great. Beautiful area!"
Club Wyndham Bentley Brook
Berkshire Inn
Relax by the serene pool surrounded by lush greenery and a tranquil atmosphere.

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (787)
"It was a good place to sleep for a quick visit to Pittsfield. Glad we booked there. "
The price is NT$2,767
NT$3,091 total
includes taxes & fees
Jul 29 - Jul 30
Berkshire Inn
Lantern House Motel
Swimmers can enjoy a refreshing dip in the pool surrounded by lush greenery and a hilly landscape.

Lantern House Motel

2.5 star property
8.2 out of 10, Very Good, (455)
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...
Lantern House Motel
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, (1006)
"Good lodgings in a great area to visit."
The price is NT$4,985
NT$5,568 total
includes taxes & fees
Aug 25 - Aug 26
Hampton Inn & Suites Berkshires-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.

Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Everything was lovely."
Home 1-night trip
Posted 11 hours ago
Vacation Village in the Berkshires