Hotels with Swimming Pools in Stockbridge
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28 Aug - 30 AugOur 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.
S$292
includes taxes & fees
14 Sept - 15 Sept
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.
S$508
includes taxes & fees
7 Sept - 8 Sept
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.
S$562
includes taxes & fees
15 Sept - 16 Sept
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.
S$191
includes taxes & fees
3 Sept - 4 Sept
5. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
S$224
includes taxes & fees
14 Sept - 15 Sept
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.
S$163
includes taxes & fees
20 Sept - 21 Sept
7. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
S$160
includes taxes & fees
1 Sept - 2 Sept
8. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
S$163
includes taxes & fees
31 Aug - 1 Sept
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Top Stockbridge Hotel Reviews
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
10/10 Excellent
"Loved our stay. Breakfast was amazing."
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
"."
Vacation Village in the Berkshires
10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
The Yankee Inn
10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Jiminy Peak Mountain Resort
10/10 Excellent
"…."
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