Find Hotels with a Pool in The Berkshires, MA
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Aug 31 - Sep 1Tomorrow
Sep 1 - Sep 2This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our 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.
￥13,840
￥15,460 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.
￥12,869
￥17,951 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.
￥18,731
￥24,053 total
includes taxes & fees
Sep 7 - Sep 8
4. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
￥23,704
￥34,432 total
includes taxes & fees
Sep 29 - Sep 30
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.
￥15,476
￥19,042 total
includes taxes & fees
Sep 2 - Sep 3
6. 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.
￥18,410
￥20,565 total
includes taxes & fees
Sep 7 - Sep 8
7. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
- Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
￥20,852
￥23,292 total
includes taxes & fees
Sep 14 - Sep 15
8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
- Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
￥25,718
￥28,727 total
includes taxes & fees
Sep 7 - Sep 8
View all properties
Hotels with pools and free breakfast in The Berkshires
￥13,840
￥15,460 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
￥18,731
￥24,053 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
￥18,410
￥20,565 total
includes taxes & fees
Sep 7 - Sep 8
￥20,852
￥23,292 total
includes taxes & fees
Sep 14 - Sep 15
￥28,672
￥35,604 total
includes taxes & fees
Sep 8 - Sep 9
￥12,647
￥14,127 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
￥25,718
￥28,727 total
includes taxes & fees
Sep 7 - Sep 8
￥28,440
￥31,769 total
includes taxes & fees
Sep 7 - Sep 8
￥28,496
￥31,830 total
includes taxes & fees
Sep 7 - Sep 8
￥23,719
￥26,494 total
includes taxes & fees
Oct 1 - Oct 2
4-star hotels with pools in The Berkshires
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
￥52,857
￥63,941 total
includes taxes & fees
Sep 28 - Sep 29
￥60,351
￥70,784 total
includes taxes & fees
Sep 13 - Sep 14
￥62,275
￥69,561 total
includes taxes & fees
Sep 3 - Sep 4
￥51,038
￥61,588 total
includes taxes & fees
Sep 1 - Sep 2
￥35,572
￥39,734 total
includes taxes & fees
Sep 21 - Sep 22
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
Vacation Village in the Berkshires
8/10 Good
"Nice property, quiet and comfortable. Asked to upgrade but was denied."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Stay again"
Quality Inn Great Barrington
10/10 Excellent
"Easy access friendly staff clean rooms"
Holiday Inn Express Hotel & Suites Great Barrington by IHG
10/10 Excellent
"This facility appeared to be brand new. Breakfast was excellent and the dining area was spacious and attractive. We would definitely recommend this hotel and will stay here again when we are back in the area!"
Jiminy Peak Mountain Resort
10/10 Excellent
"Nice to have a kitchenette to cook in"
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