Stockbridge Hotel Guide - Hotels with Pool in Stockbridge, Massachusetts
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2 Oct - 4 OctOur 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.
€197
includes taxes & fees
30 Sept - 1 Oct
2. The Inn at Stockbridge
The Inn at StockbridgeStockbridge
- Seasonal outdoor pool beckons for refreshing summer dips at this upscale bed and breakfast in Stockbridge.
€435
includes taxes & fees
23 Sept - 24 Sept
3. 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.
€544
includes taxes & fees
12 Oct - 13 Oct
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.
€131
includes taxes & fees
28 Sept - 29 Sept
5. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
€114
includes taxes & fees
28 Sept - 29 Sept
6. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
€101
includes taxes & fees
18 Oct - 19 Oct
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.
€130
includes taxes & fees
19 Oct - 20 Oct
8. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
€97
includes taxes & fees
1 Oct - 2 Oct
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Top Stockbridge Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
"Our third time there and the kids love it.. is quiet, love the pool and the kids love grilling food and sitting by the fire pit after."
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."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Good"