Find Hotels with a Pool in Stockbridge, MA

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Check availability on Stockbridge Hotels with a Pool

Compare Stockbridge Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

The Inn at Stockbridge
Pool

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (97)
"We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!"
The Inn at Stockbridge
The Red Lion Inn
Outdoor pool

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"Warm and friendly inn atmosphere with a nice variety of food options for adults and kids. Plus, a great overall service. "
The price is SAR 548
SAR 779 total
includes taxes & fees
24 Mar - 25 Mar
The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Outdoor pool

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 breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is SAR 1,591
SAR 1,925 total
includes taxes & fees
23 Feb - 24 Feb
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.
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Frequently asked questions

What's it like visiting Stockbridge?
If taking it easy by the pool is your idea of a great vacation, you may want to check out historic Stockbridge, which offers 5 places to stay with pools. During your trip, you can explore sights such as Naumkeag and National Shrine of the Divine Mercy, and then kick back and relax poolside at one of the accommodations in Stockbridge that guests like for their pools.
What are some accommodations with pools in Stockbridge?
The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. Tanglewood Suites: 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: Features 2 indoor pools, 2 outdoor pools, and 2 restaurants. Life House Berkshires: Offers a health club, an indoor pool, and complimentary wired internet access. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires: Provides a seasonal outdoor pool, an indoor pool, and buffet.
How many hotels with pools will I find 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 like Naumkeag Museum and Berkshire Botanical Garden. During your stay, check out sights such as Mission House, National Shrine of the Divine Mercy, and Norman Rockwell Museum. 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 into account the local weather in Stockbridge is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.