Hotels with Swimming Pools in Stockbridge

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Check availability on Stockbridge Hotels with Swimming Pools

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Hotels with Swimming Pools in Stockbridge

The Inn at Stockbridge
Relax by the serene pool surrounded by lush greenery and mature trees, with lounge chairs for a tranquil retreat.

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Rooms are very large, clean and a bit vintage. We stayed in the Shakespeare Room. Bathroom included a jacuzzi. The new owner was very friendly as well as the small staff. We enjoyed wine and cheese at 4:30, and a fabulous breakfast."
Joseph
The Inn at Stockbridge
The Red Lion Inn
Relax by the serene pool surrounded by lounge chairs and umbrellas.

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1004)
"Historic property with a bunch to do.
Pool
was great!"
Braeden
The price is S$328
includes taxes & fees
13 Aug - 14 Aug
The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Enjoy a serene garden retreat with a lawn, pool, and lush greenery.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"The Stockbridge Country Inn is the quintessential New England B&B! The owner, Diane, is the perfect host - very friendly and knowledgeable about the area. We stayed in The Maid's Suite which was extremely comfortable and beautifully decorated. Breakfast was always a delicious treat! The convenient location made access to sightseeing so easy."
Linda
The price is S$666
includes taxes & fees
4 Aug - 5 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Stockbridge Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
Edward 2-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

What's it like visiting Stockbridge?
If taking it easy by the pool is your idea of the perfect getaway, you may want to explore historic Stockbridge, which offers 5 places to stay with pools. While you're visiting, you can explore sights such as Naumkeag and National Shrine of the Divine Mercy, and then relax and unwind poolside at one of the accommodation options in Stockbridge that guests like for their pools.
What are some accommodation options with pools in Stockbridge?
The Red Lion Inn: Features 3 restaurants, an outdoor pool and spa services. Tanglewood Suites: Provides full, a seasonal outdoor pool and free self parking. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Vacation Village in the Berkshires: Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers a health club, an indoor pool and complimentary high-speed (wired) Internet access.
How many hotels with pools are there in Stockbridge?
Expedia has 5 hotels in Stockbridge for your poolside break.
What is there to see and do in Stockbridge?
Make a point to visit attractions such as Naumkeag Museum and Berkshire Botanical Garden. During your stay, visit sights such as National Shrine of the Divine Mercy, Norman Rockwell Museum and Housatonic River. The bars and historic landmarks are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Stockbridge?
Taking the local weather in Stockbridge into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.