Find Hotels with a Pool in The Berkshires, MA

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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

Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (113)
"Wonderful place for a quiet getaway for a couple of nights. Scenic setting. Delicious breakfasts, helpful owners and staff on site. We'd book again!"
The price is AEDĀ 1,282
AEDĀ 1,432 total
includes taxes & fees
23 Sep - 24 Sep
Devonfield Inn B&B
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (527)
"It is very friendly"
The price is AEDĀ 474
AEDĀ 529 total
includes taxes & fees
29 Sep - 30 Sep
Maple Terrace Motel
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (95)
"Well-run and elegant property. "
The Inn at Stockbridge
The Porches Inn at Mass MoCA
3.5 star property
9.4 out of 10, Exceptional, (360)
"The property, the buildingā€™s exteriors and interiors are all beautiful & well thought out!"
The price is AEDĀ 615
AEDĀ 749 total
includes taxes & fees
21 Oct - 22 Oct
The Porches Inn at Mass MoCA
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.2 out of 10, Wonderful, (665)
"Very clean and conveniently located property. The staff were super friendly and helpful."
The price is AEDĀ 716
AEDĀ 800 total
includes taxes & fees
23 Sep - 24 Sep
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Club Wyndham Bentley Brook
3.0 star property
9.2 out of 10, Wonderful, (466)
"šŸ‘"
Club Wyndham Bentley Brook
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"No comment"
The price is AEDĀ 620
AEDĀ 692 total
includes taxes & fees
22 Oct - 23 Oct
Hampton Inn & Suites Berkshires-Lenox
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (603)
"Very clean. Modern. Dining in the hotel. "
The price is AEDĀ 740
AEDĀ 826 total
includes taxes & fees
10 Oct - 11 Oct
Hilton Garden Inn Lenox Pittsfield
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1004)
"I had an enjoyable stay here. My Aunt was impressed with the pics of Eleanor Roosevelt and a young JFK. Nice solid hotel. I would stay there again."
The price is AEDĀ 474
AEDĀ 529 total
includes taxes & fees
21 Oct - 22 Oct
The Yankee, Trademark Collection by Wyndham
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, (522)
"My wife loved the pool, we love the peacefulness, Pam was great and Bear was a great host too."
The price is AEDĀ 529
AEDĀ 580 total
includes taxes & fees
22 Sep - 23 Sep
Berkshire Valley Inn
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.