Hotels with Swimming Pools in The Berkshires

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with Swimming Pools

Top Hotels with Swimming Pools in The Berkshires

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1014)
"Outstanding. Immaculate in every way. The
pool
, hot tub, room, everything connected with our stay here was truly superb. The hot breakfast, with fresh fruit was an added bonus. The staff was friendly, engaging, and a pleasure. All motels/hotels should be like this. Simply a wonderful experience. "
Robert
The price is S$181
includes taxes & fees
24 Jul - 25 Jul
The Yankee, Trademark Collection by Wyndham

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1876)
"It was a great stay the room was roomy, the Jacuzzi in the bed room was a great touch. Full kitchen that I was able to cook meals, the balcony was great I enjoyed sitting outside. The kids enjoy the movie theater,
pool
, game room and park. All in all great stay "
Hope
Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (821)
"I've stayed here a few times and it's always been consistent. The staff are very pleasant and the rooms are a good size and very clean. There is a
pool
and a restaurant located inside the hotel. The area surrounding the hotel in the rare of the hotel isn't great, but not unsafe. Its a reasonably priced hotel, with decent amenities and nice staff."
Quanishia
The price is S$184
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (714)
"Nice outdoor seating areas, big
pool
, clean nicely appointed toom"
Jennifer
The price is S$297
includes taxes & fees
17 Jul - 18 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1003)
"Very nice location in Downtown North Adam’s. MASS MOCA is within walking distance, but they have a great little gallery on the ground floor of the hotel too. The rooms are comfortable and hotel has modern amenities including work out room and
pool
. Always a joy to stay at the Downstreet. "
Derek
The price is S$206
includes taxes & fees
13 Aug - 14 Aug
Hotel Downstreet, Ascend Hotel Collection

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (552)
"Nice and clean place, good swimming
pool
"
Maria
The price is S$238
includes taxes & fees
28 Jul - 29 Jul
Berkshire Valley Inn

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (530)
"We are a family of 4, 2 adults and 2 kids, aged 5 and 3. We were at the resort off peak season and it was amazing! The room was great, we had everything we needed. It was comfortable and private. Swimming
pool
is great and our kids loved it."
Ekaterina
Club Wyndham Bentley Brook

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (779)
"Nice location, quiet.
Pool
was wonderful. Great value!"
Edouard
The price is S$132
includes taxes & fees
30 Jul - 31 Jul
Berkshire Inn

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...
Stephen
Lantern House Motel

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"The staff was pleasant, the room was clean. Breakfast was good, and had a nice swim at the
pool
."
Joan Jose
The price is S$225
includes taxes & fees
31 Jul - 1 Aug
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.