Find Hotels with a Pool in The Berkshires, MA

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards.

Search over 2.9 million properties and 550 airlines worldwide

Pick from 59 The Berkshires Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
The Porches Inn at Mass MoCA
3.5 star property
9.4 out of 10, Exceptional, (340)
"Pool!!!"
The price is ￥29,148
per night
May 15 - May 16
The Porches Inn at Mass MoCA
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.2 out of 10, Wonderful, (646)
"Staff was very friendly. Facilities were clean and comfortable. Breakfast was quite good. Convenient location. We had a terrific stay!"
The price is ￥23,679
per night
May 27 - May 28
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior
Club Wyndham Bentley Brook
3.0 star property
9.2 out of 10, Wonderful, (434)
"Excellent customer service at this property extremely clean. Very safe and very quiet family had a lot of fun with all the amenities "
Club Wyndham Bentley Brook
Exterior
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1001)
"The hotel is in a quiet location with plenty of parking. Outside area average..would be nice to have an actual patio area instead of tables on the grass. The pool room could be warmer. The staff is pleasant. Breakfast is average, nice to have the waffle maker. Enjoyed our stay well enough..but I would say that nothing stands out about it. It wasnt a bad place, or a great place..its just average!"
The price is ￥21,716
per night
May 27 - May 28
Hampton Inn & Suites Berkshires-Lenox
Exterior
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1002)
"Would definitely come back"
The price is ￥14,433
per night
May 20 - May 21
The Yankee, Trademark Collection by Wyndham
Exterior
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, (500)
"Very pretty and super clean. "
The price is ￥19,317
per night
May 16 - May 17
Berkshire Valley Inn
Standard Room | Premium bedding, pillowtop beds, in-room safe, desk
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (497)
"Really enjoyed the seating outside and pool side was very relaxing. The staff was very helpful and informative. Great experience!!!"
The price is ￥21,934
per night
May 20 - May 21
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Hypo-allergenic bedding, laptop workspace, blackout drapes
Hotel Downstreet
3.0 star property
8.6 out of 10, Excellent, (919)
"Property is beautiful but 1 elevator out service and saunas out service need take care better the Property "
The price is ￥23,211
per night
May 14 - May 15
Hotel Downstreet
Lake view
Stay Berkshires
2.0 star property
8.4 out of 10, Very Good, (335)
"The staff went to great lengths to solve a problem that arose with my reservation. I would strongly recommend Stay Berkshire for a visit to the Williamstown area. "
The price is ￥24,937
per night
May 14 - May 15
Stay Berkshires
Exterior
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
Don't see what you're looking for?
See all available properties in The 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.