Find Hotels with a Pool in The Berkshires, MA

Start date: Check-in selected.
To Date
End date: Check-out
    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 a Pool

Tonight
25 Sep - 26 Sep
Tomorrow
26 Sep - 27 Sep
This weekend
26 Sep - 28 Sep
Next weekend
3 Oct - 5 Oct

Top The Berkshires Hotels with a Pool

The Yankee, Trademark Collection by Wyndham
Indoor pool, seasonal outdoor pool, sun loungers

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1012)
"Nice area to visit "
The price is AED 426
AED 476 total
includes taxes & fees
1 Oct - 2 Oct
The Yankee, Trademark Collection by Wyndham
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2020)
"Clean room, friendly staff, affordable."
The price is AED 382
AED 467 total
includes taxes & fees
28 Sep - 29 Sep
Vacation Village in the Berkshires
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, (881)
"Our stay was very pleasant "
The price is AED 400
AED 447 total
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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, (738)
"Thank you for nice hospity. Staff was very friendly and professional."
The price is AED 584
AED 652 total
includes taxes & fees
29 Sep - 30 Sep
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Hotel Downstreet, an Ascend Collection Hotel
Indoor pool, open 6:00 AM to 10 PM, sun loungers

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1011)
"Property was very clean and view of mountain from window was awesome beds very comfortable and loved the hot tub and pool"
The price is AED 578
AED 646 total
includes taxes & fees
23 Oct - 24 Oct
Hotel Downstreet, an Ascend Collection Hotel
Berkshire Valley Inn
Exterior

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (561)
"Beautiful property, wonderful staff, great breakfast. "
The price is AED 612
AED 683 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Valley Inn
Club Wyndham Bentley Brook
Private pool

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (541)
"Good place to take your family."
Club Wyndham Bentley Brook
Berkshire Inn
Seasonal outdoor pool

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (819)
"The bed was very comfortable."
The price is AED 316
AED 353 total
includes taxes & fees
29 Sep - 30 Sep
Berkshire Inn
Lantern House Motel
Seasonal outdoor pool

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
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Excellent hotel. Great staff. "
The price is AED 496
AED 554 total
includes taxes & fees
1 Oct - 2 Oct
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.
View all properties

Top The Berkshires Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"It's just a nice place and the staff is very nice "
Robin 5-night trip
Posted 21 hours ago
The Yankee, Trademark Collection by Wyndham

Explore a world of travel with Expedia

Explore a world of travel with Expedia