Photo by Photo courtesy of Berkshire Visitors Bureau

Find Hotels with a Pool in The Berkshires, MA

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with a Pool

This weekend
Next weekend

Top The Berkshires Hotels with a Pool

Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2124)
"Clean and great pool and hot tub facilities "
United States
Alyce
The price is ₩132,357
₩163,671 total
includes taxes & fees
Nov 12 - Nov 13
Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
The price is ₩149,270
₩166,734 total
includes taxes & fees
Dec 7 - Dec 8
The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (747)
"Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome. "
United States
Jeff
Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (941)
"Spotless and friendly staff"
United States
Nikisha
The price is ₩148,550
₩165,931 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (586)
"Fabulous place"
United States
Mary
The price is ₩183,163
₩204,593 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Lenox Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (689)
"This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well. "
United States
Tina
The price is ₩154,319
₩172,374 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
9.0 out of 10, Wonderful, (779)
"Place was great!"
United States
Benjamin
The price is ₩180,279
₩221,506 total
includes taxes & fees
Nov 10 - Nov 11
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Porches Inn at Mass MoCA
3.5 star property
9.4 out of 10, Exceptional, (432)
"Excellent place! "
United States
Francisco
The price is ₩207,277
₩263,765 total
includes taxes & fees
Dec 7 - Dec 8
The Porches Inn at Mass MoCA
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"The staff is very friendly and helpful "
United States
karin
The price is ₩160,376
₩179,139 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn & Suites Berkshires-Lenox
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is ₩216,335
₩306,085 total
includes taxes & fees
Nov 12 - Nov 13
The Red Lion Inn
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

Explore a world of travel with Expedia