Hotels with Pool & Resorts 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
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with Pool

Tonight
28 Jun - 29 Jun
Tomorrow
29 Jun - 30 Jun
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Best The Berkshires Hotels with Pool

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1838)
"second time stayed here. Love it!"
Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham
Indoor pool, seasonal outdoor pool, pool loungers

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Nice place to stay. Good breakfast. "
The price is NZ$199
includes taxes & fees
30 June - 1 July
The Yankee, Trademark Collection by Wyndham
Hotel Downstreet, Ascend Hotel Collection
Indoor pool, open 6:00 AM to 10 PM, pool loungers

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1003)
"Friendly and clean"
The price is NZ$265
includes taxes & fees
27 July - 28 July
Hotel Downstreet, Ascend Hotel Collection
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Meeting facility

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (799)
"Walking distance from the Colonial Theater, lots of dining options, good breakfast, comfortable bed, clean room, clean hotel."
The price is NZ$227
includes taxes & fees
24 July - 25 July
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"I had excellent stay at the Red Lion Inn "
The price is NZ$432
includes taxes & fees
29 June - 30 June
The Red Lion Inn
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (937)
"It was a fun place to stay. Rooms were clean and dishes well stocked in the kitchenette. "
The price is NZ$293
includes taxes & fees
29 June - 30 June
Jiminy Peak Mountain Resort
Prospect Berkshires
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers

Prospect Berkshires

2.0 star property
8.0 out of 10, Very good, (1)
"Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway "
The price is NZ$701
includes taxes & fees
29 June - 30 June
Prospect Berkshires
The Porches Inn at Mass MoCA
Exterior

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (392)
"Perfect for our needs"
The price is NZ$401
includes taxes & fees
30 June - 1 July
The Porches Inn at Mass MoCA
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (707)
"Nice outdoor seating areas, big pool, clean nicely appointed toom"
The price is NZ$338
includes taxes & fees
1 July - 2 July
Fairfield Inn & Suites by Marriott Great Barrington Lenox/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.