Find Hotels with a Pool in The Berkshires, MA from CA $154
Check availability on The Berkshires Hotels with a Pool
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Sep 21 - Sep 22Tomorrow
Sep 22 - Sep 23This weekend
Sep 25 - Sep 27Next weekend
Oct 2 - Oct 4Our top choices for The Berkshires hotels with a pool
1. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
CA $147
CA $165 total
includes taxes & fees
Sep 28 - Sep 29
2. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
CA $110
CA $154 total
includes taxes & fees
Oct 1 - Oct 2
3. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
- Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
CA $164
CA $210 total
includes taxes & fees
Sep 28 - Sep 29
4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
- Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
CA $186
CA $208 total
includes taxes & fees
Oct 19 - Oct 20
5. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
- Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
CA $133
CA $164 total
includes taxes & fees
Sep 23 - Sep 24
6. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
CA $209
CA $303 total
includes taxes & fees
Sep 30 - Oct 1
7. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
- Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness centre.
CA $198
CA $221 total
includes taxes & fees
Sep 27 - Sep 28
8. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
- Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
CA $205
CA $229 total
includes taxes & fees
Sep 27 - Sep 28
View all properties
Hotels with pools and free breakfast in The Berkshires
CA $147
CA $165 total
includes taxes & fees
Sep 28 - Sep 29
Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
CA $164
CA $210 total
includes taxes & fees
Sep 28 - Sep 29
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
CA $166
CA $185 total
includes taxes & fees
Oct 20 - Oct 21
CA $236
CA $264 total
includes taxes & fees
Oct 18 - Oct 19
CA $173
CA $194 total
includes taxes & fees
Sep 29 - Sep 30
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
CA $272
CA $304 total
includes taxes & fees
Sep 27 - Sep 28
CA $205
CA $229 total
includes taxes & fees
Sep 27 - Sep 28
CA $200
CA $224 total
includes taxes & fees
Oct 14 - Oct 15
CA $198
CA $221 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
CA $152
CA $170 total
includes taxes & fees
Oct 21 - Oct 22
4-star hotels with pools in The Berkshires
CA $306
CA $342 total
includes taxes & fees
Sep 23 - Sep 24
CA $596
CA $698 total
includes taxes & fees
Sep 23 - Sep 24
CA $462
CA $557 total
includes taxes & fees
Sep 23 - Sep 24
CA $614
CA $686 total
includes taxes & fees
Sep 23 - Sep 24
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodStockbridge
CA $722
CA $874 total
includes taxes & fees
Oct 12 - Oct 13
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 propertiesTop The Berkshires Hotel Reviews
Quality Inn Great Barrington
10/10 Excellent
"Good place"
The Yankee Inn
10/10 Excellent
"The room was spacious, clean and comfortable. I will definitely stay there again."
Jiminy Peak Mountain Resort
10/10 Excellent
"Even in the off season it was beautiful."
The Red Lion Inn
10/10 Excellent
"This is a wonderful, historic inn. Check out the Red Lion Den for music. We heard a terrific local group. We ate in the Tavern and the food was tasty. This is not a luxurious place. It dates back to the 1700s. But it is really charming. My friends and I stayed in a suite in an out building. We had a low-ceiled living room downstairs, which was a. great place to talk and catch up. The bedroom situation was a little funky because the bathroom was right next to the bed in one of two sleeping areas upstairs and the door really squeaked when it opened and closed. But that was about our only complaint. I'd be delighted to return."
Vacation Village in the Berkshires
10/10 Excellent
"Excelente A+, lo recomiendo"
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Good"
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