
Hotels with a Pool in Stockbridge
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Hotels with a Pool in Stockbridge




cleanliness Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.




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 Chesterwoodcleanliness Seasonal outdoor pool retreat at this colonial b&b invites lounging amid gardens and historic charm.




cleanliness Serene seasonal pool getaway with a fireplace lounge awaits summer visitors.




cleanliness Dive into summer bliss at this upscale inn's seasonal pool, surrounded by lush gardens and countryside charm.




cleanliness Splash into summer fun at this inviting motel with a seasonal outdoor pool and mountain recreation options all around.




cleanliness Soak up sunshine and serenity in a charming poolside retreat with all the perks of a classic New England getaway.




Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHGcleanliness Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.




cleanliness Seasonal outdoor pool and firepit offer poolside paradise at this cozy Stockbridge inn.




Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGcleanliness Mountain hotel offers indoor pool and hot tub for post-skiing relaxation in the Berkshires.




cleanliness Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.




cleanliness Summertime splashes await at this refreshing outdoor pool oasis in Lenox.




cleanliness Splash into family fun at this spotless indoor pool paradise with a hot tub retreat for perfect post-adventure relaxation.




cleanliness Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.




The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndhamcleanliness Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.




Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGcleanliness Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.




cleanliness Tanglewood-adjacent hotel offers summer bliss with seasonal outdoor pool and tennis court.




cleanliness Float into the serene indoor pool oasis nestled in the Berkshires, offering year-round relaxation after scenic park explorations.




cleanliness Luxurious Berkshire retreat with modern indoor pool, mountain views, and refreshed accommodations.




cleanliness Splash into a cool poolside paradise at this modern motel with a seasonal outdoor pool just minutes from downtown's attractions.




cleanliness Soak up the sun at this intimate B&B's seasonal outdoor pool, complete with poolside bar and garden views in the Berkshires.
Top landmarks in Stockbridge

Norman Rockwell Museum
Norman Rockwell Museum is 0.8 mi (1.2 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Berkshire Botanical Garden, Naumkeag Museum, and National Shrine of the Divine Mercy.
National Shrine of the Divine Mercy
If seeing the sights is on your list of things to do, head to National Shrine of the Divine Mercy— just one of the landmarks located 0.5 mi (0.8 km) from central Stockbridge.
Naumkeag Museum
If museums are on your list of things to see, then you might want to head to Naumkeag Museum, located in the heart of Stockbridge.If you want to see more of the museums in Stockbridge, you can easily walk to Mission House.
Berkshire Botanical Garden
Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in Stockbridge. While you're in the area, stroll along the lakeside.
Stockbridge Bowl
You can find out about the history of Stockbridge with a trip to Stockbridge Bowl. While in this relaxing area, you can enjoy the bars.
Mission House
You can spend time exploring the galleries in Mission House in Stockbridge. Wander the lakeside in this quaint area.