
Hotels with Swimming Pool in West Stockbridge, Massachusetts
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Sep 4 - Sep 6Our top choices for West Stockbridge 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.
P9,751
P10,891 total
includes taxes & fees
Sep 14 - Sep 15




2. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
P10,101
P14,349 total
includes taxes & fees
Sep 8 - Sep 9




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.
P7,220
P9,272 total
includes taxes & fees
Aug 31 - Sep 1




4. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
P5,838
P7,900 total
includes taxes & fees
Aug 31 - Sep 1




5. 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.
P8,053
P8,995 total
includes taxes & fees
Sep 21 - Sep 22




6. Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
- Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.
P4,165
P4,665 total
includes taxes & fees
Aug 25 - Aug 26




7. 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.
P7,097
P7,927 total
includes taxes & fees
Sep 20 - Sep 21




8. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
P6,943
P7,755 total
includes taxes & fees
Sep 7 - Sep 8
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Top West Stockbridge Hotel Reviews
The Yankee Inn
8/10 Good
"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."
Vacation Village in the Berkshires
8/10 Good
"Price - quality =awesome"
The Red Lion Inn
10/10 Excellent
"We loved our stay here. It’s not a modern cookie cutter experience. We loved the history and antique nature of the property."
Howard Johnson by Wyndham Lenox
8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
"I had 2 rooms. 1 room (414) did not have a phone, the microwave didn't have power. The other room was fine. We didn't like that there was only 1 elevator working as we had to wait quite a while sometimes to go up or down. We understand that the hotel is undergoing renovations. Overall, we enjoyed our stay."
Pleasant Valley Motel West Stockbridge
8/10 Good
"It was good place to stay over night for our plan. Friendly staff and clean room. Deer family are living near by, enjoy viewing them. It’s a old building, but nice quiet place."







