Find Hotels with a Pool in The Berkshires, MA

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Check availability on The Berkshires Hotels with a Pool

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, (1001)
"Wonderful place to stay"
The price is ₩186,234
₩208,024 total
includes taxes & fees
Sep 8 - Sep 9
The Yankee, Trademark Collection by Wyndham
Vacation Village in the Berkshires
Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1938)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is ₩150,430
₩183,265 total
includes taxes & fees
Aug 27 - Aug 28
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, (853)
"Consistently a clean room with welcoming staff."
The price is ₩159,709
₩178,395 total
includes taxes & fees
Sep 1 - Sep 2
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, (724)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is ₩209,704
₩234,239 total
includes taxes & fees
Aug 25 - Aug 26
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, (1001)
"Clean,friendly staff and great location."
The price is ₩199,497
₩222,838 total
includes taxes & fees
Sep 8 - Sep 9
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, (554)
"Very clean and very nice staff. Breakfast was great"
The price is ₩231,230
₩258,284 total
includes taxes & fees
Aug 10 - Aug 11
Berkshire Valley Inn
Club Wyndham Bentley Brook
Set amidst lush mountains, this hotel offers a serene escape with manicured lawns and pathways for leisurely strolls.

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (534)
"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 in comfort with a large bed and stylish seating area.

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (791)
"good location....easy access to highlight destinations and downtown"
The price is ₩138,863
₩155,110 total
includes taxes & fees
Aug 10 - Aug 11
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, (1002)
"Great staff! Comfortable bed! "
The price is ₩199,497
₩222,838 total
includes taxes & fees
Sep 1 - Sep 2
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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Nice place, well maintained, friendly staff, excellent breakfast. Good location but on a main road in a commercial area. Very convenient and comfortable!"
Jesse 2-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham