Find Hotels with a Pool in Stockbridge, MA
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Check availability on Stockbridge Hotels with a Pool
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Aug 17 - Aug 18Tomorrow
Aug 18 - Aug 19This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our top choices for Stockbridge hotels with a pool
1. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
$209 nightly
$233 total
Sep 9 - Sep 10
Total with taxes and fees
2. 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
- Seasonal outdoor pool retreat at this colonial b&b invites lounging amid gardens and historic charm.
$358 nightly
$399 total
Aug 31 - Sep 1
Total with taxes and fees
3. The Inn at Stockbridge
The Inn at StockbridgeStockbridge
- Seasonal outdoor pool beckons for refreshing summer dips at this upscale bed and breakfast in Stockbridge.
$396 nightly
$442 total
Sep 13 - Sep 14
Total with taxes and fees
4. 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.
$135 nightly
$150 total
Sep 3 - Sep 4
Total with taxes and fees
5. 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.
$123 nightly
$137 total
Sep 15 - Sep 16
Total with taxes and fees
6. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
$100 nightly
$112 total
Sep 8 - Sep 9
Total with taxes and fees
7. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
$158 nightly
$176 total
Sep 14 - Sep 15
Total with taxes and fees
8. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
$125 nightly
$139 total
Aug 31 - Sep 1
Total with taxes and fees
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Top Stockbridge Hotel Reviews
The Black Swan Lee - Lenox, an Ascend Collection Hotel
8/10 Good
"Basic hotel room. Other than cleaning services no other amenities provided. Continental breakfast just ok. Balcony was very nice."
Jiminy Peak Mountain Resort
10/10 Excellent
"…."
Quality Inn Great Barrington
10/10 Excellent
"Very comfortable beds! Quiet and room darkening shades. Easy walk into the center of town."
The Yankee Inn
8/10 Good
"The stay was very good however the rooms are dated though well maintained. I felt the price was very high for the accommodations. I had expected more for the price ($350) but it was their peak season and they need to price accordingly. Certainly this Inn did not offer the feel or quality level of even a Holiday Inn or Hampton Inn. That being said it was very clean, the staff was very friendly and the breakfast was good."
Vacation Village in the Berkshires
10/10 Excellent
"Place was clean and well equipped, pool and amenities were great too !"
The Inn at Stockbridge
10/10 Excellent
"This is an amazing place. A family-run Inn, with beautiful rooms, excellent breakfast food, and a beautifully maintained property with all the amenities I could want. I was particularly impressed with the shower, it had a massaging water flow that I have never seen before. I was also impressed with the lemon ricotta pancake special, the first morning I was there. I will definitely be back!"
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
"0nly 1 of 3 elevators was working. It was a 11 story building, and there was a lot of waiting. My room was wonderful, very clean, and with a fabulous view."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Great hotel for a reasonable price. The only drawback is that they didn’t offer shampoos and body wash like most hotels but otherwise a great value."
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
10/10 Excellent
"Very lovely beautiful Room and property The outside pool was not available"
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