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

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Excellent price point. Clean spacious room."
The price is €82
includes taxes & fees
23 Mar - 24 Mar
The Yankee, Trademark Collection by Wyndham

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1786)
"It was very nice. Had a kitchen and 2 tvs!"
The price is €119
includes taxes & fees
13 Mar - 14 Mar
Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (749)
"The check in process was easy, and the front desk clerks were friendly. The parking garage is still not complete so the cars are parked off property. Getting a spot to temporarily park for the check in process can be challenging. Valet is an option which we used and would recommend. The staff was able to get our car quickly when requested. We had a concern on our 2nd night with smelling smoke in which we contacted the desk. They said they would send someone up to investigate, However there was...
The price is €113
includes taxes & fees
12 Apr - 13 Apr
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, (691)
"I’ve stayed here a few times with my grandkids. They love the pool and game room. The breakfast is incredibly impressive and the staff is super friendly and helpful. A friend told me about this Marriot and she raved about how her kids loved it. Also, it’s very close to Butternut where we like to ski. All around great spot to stay!"
The price is €147
includes taxes & fees
7 Apr - 8 Apr
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.6 out of 10, Excellent, (1000)
"Good place right downtown"
The price is €121
includes taxes & fees
16 Mar - 17 Mar
Hotel Downstreet, Ascend Hotel Collection

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (532)
"Pamela was excellent, very attentive and accommodating. Let us check in early, as our rooms were ready!"
The price is €140
includes taxes & fees
16 Mar - 17 Mar
Berkshire Valley Inn

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (506)
"Have been coming to Bentley for years- love the ski on/ski off for JiminyPeak. The staff is very nice, very welcoming- a definite keeper!"
Club Wyndham Bentley Brook

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (764)
"The room was very clean "
The price is €88
includes taxes & fees
16 Mar - 17 Mar
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, (1000)
"Stayed here for a short drive to Stockbridge. Hotel staff were extremely friendly and helpful. We found the property extremely clean and the breakfast in the morning was a great perk! "
The price is €121
includes taxes & fees
19 Mar - 20 Mar
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.
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