Hotels with Pool & Resorts in The Berkshires from AU$135

    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 Pool

Best The Berkshires Hotels with Pool

Our top choices for The Berkshires hotels with a pool

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1008)
"Wonderful place to stay"
The price is AU$205
includes taxes & fees
1 Sept - 2 Sept
The Yankee, Trademark Collection by Wyndham

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1978)
"Beautiful location!"
Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (868)
"Consistently a clean room with welcoming staff."
The price is AU$186
includes taxes & fees
1 Sept - 2 Sept
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, (732)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is AU$258
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1008)
"Great location!"
The price is AU$258
includes taxes & fees
28 Sept - 29 Sept
Hotel Downstreet, an Ascend Collection Hotel

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (560)
"Super "
The price is AU$284
includes taxes & fees
7 Sept - 8 Sept
Berkshire Valley Inn

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (535)
"We loved the suite we stayed in. The shower was small, but the water pressure and water temperature were great. Beautiful area!"
Club Wyndham Bentley Brook

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (807)
"good location....easy access to highlight destinations and downtown"
The price is AU$135
includes taxes & fees
2 Sept - 3 Sept
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...
Lantern House Motel

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Staff was excellent. Clean room and facility. location is convenient to many Berkshire attractions "
The price is AU$245
includes taxes & fees
7 Sept - 8 Sept
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.

Find out more about The Berkshires

Find out more about The Berkshires

Expand your search

Most booked related stays in The Berkshires in 2025

Top The Berkshires Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia