The Berkshires Hotel Guide - Hotels with Pool in The Berkshires, Massachusetts

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Check availability on The Berkshires Hotels with Pool

Top The Berkshires Hotels with Pool

Our top choices for The Berkshires hotels with a pool

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

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Wonderful place to stay"
The price is €119
includes taxes & fees
22 Sept - 23 Sept
The Yankee, Trademark Collection by Wyndham
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1973)
"Beautiful location!"
The price is €111
includes taxes & fees
7 Sept - 8 Sept
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, (865)
"Consistently a clean room with welcoming staff."
The price is €104
includes taxes & fees
1 Sept - 2 Sept
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, (732)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is €129
includes taxes & fees
11 Sept - 12 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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, (1008)
"Great location!"
The price is €138
includes taxes & fees
24 Sept - 25 Sept
Hotel Downstreet, Ascend Hotel Collection
Berkshire Valley Inn
Exterior

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (559)
"Super "
The price is €159
includes taxes & fees
8 Sept - 9 Sept
Berkshire Valley Inn
Club Wyndham Bentley Brook
Exterior

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
1 bedroom, desk, iron/ironing board, free WiFi

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (803)
"This is a very convenient motel -- it is easy to get to, has a nice pool, quiet area, comfortable room, "
The price is €82
includes taxes & fees
28 Aug - 29 Aug
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, pool loungers

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great staff! Comfortable bed! "
The price is €137
includes taxes & fees
1 Sept - 2 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.

Hotels with pools and free breakfast in The Berkshires

The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1005)
The price is €119
includes taxes & fees
22 Sept - 23 Sept
The Yankee, Trademark Collection by Wyndham

4* hotels with pools in The Berkshires

The Old Inn On The Green
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (88)
The price is €299
includes taxes & fees
27 Aug - 28 Aug
The Old Inn On The Green

Hotels with pools and hot tubs in The Berkshires

The Porches Inn at Mass MoCA
Suite, 2 Bedrooms

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (413)
The price is €190
includes taxes & fees
24 Sept - 25 Sept
The Porches Inn at Mass MoCA
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

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

10/10 Excellent
"Good value."
Andrew 1-night trip
Posted 1 day ago
Hotel Downstreet, Ascend Hotel Collection

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