Stockbridge Hotels with Swimming Pool
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14 Aug - 16 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.
RM709
RM995 total
includes taxes & fees
7 Sept - 8 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.
RM1,350
RM1,634 total
includes taxes & fees
24 Aug - 25 Aug
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.
RM1,615
RM1,894 total
includes taxes & fees
7 Sept - 8 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.
RM512
RM651 total
includes taxes & fees
7 Sept - 8 Sept
5. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
RM652
RM728 total
includes taxes & fees
9 Aug - 10 Aug
6. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
RM460
RM514 total
includes taxes & fees
2 Sept - 3 Sept
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.
RM618
RM690 total
includes taxes & fees
7 Sept - 8 Sept
8. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
RM437
RM580 total
includes taxes & fees
30 Aug - 31 Aug
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Top Stockbridge Hotel Reviews
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
"Breakfast was delayed but the late arriving staff worked quickly to restore it. Quality of food was excellent"
The Yankee Inn
10/10 Excellent
"Last minute reservations and we will return next year. Room, facilities, breakfast, and pool excellent."
Jiminy Peak Mountain Resort
8/10 Good
"Jiminy Peak is located in an absolutely beatiful location in the Berkshires. And it has fun family-friendly summertime activities. But it could use some sprucing up. The pool liner is a little wrinkly and the hot tub is quite stained near the water line. In addition, our room had a nice 2-foot gouge in the wall seemingly caused by the corner of the armchair beneath it. It seems that could/should have been repaired before out arrival. And the dated counertops and fixtures are showing their age. That said, so am I! On the plus side: the iconic scenery, the friendly helpful staff, and the amenities. All in all, a good value for a family getaway. I would definitely recommend the prolerty overall."
The Red Lion Inn
10/10 Excellent
"Escaped into another world on each floor's hallway-the memorabilia and artwork spoke of an honest, New England history. The atmosphere was perfect for a genuine, original immersion into New England's past and LOVED going up and down the 150yr old elevator! Meals delicious w/excellent service. Only one issue we had: the AC in the room was difficult to adjust and were quite chilled even w/turning the thermostat up to 80 deg!!!!!!!!! as suggested by the front desk. Shall make this a yearly visit!"
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"My first time and I will go back."
The Inn at Stockbridge
10/10 Excellent
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another stay when we’re in the area."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Parking"
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"