Stockbridge Hotel Guide - Hotels with Pool in Stockbridge, Massachusetts

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Top Stockbridge Hotels with Pool

The Inn at Stockbridge
Outdoor pool

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (97)
"Very enjoyable stat."
The Inn at Stockbridge
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"Loved the location and the history of this property."
The price is €139
includes taxes & fees
13 Jan - 14 Jan
The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers

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 €496
includes taxes & fees
5 Jan - 6 Jan
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 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. The Yankee, Trademark Collection by Wyndham: Provides a seasonal outdoor pool, an indoor pool and buffet. Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel: Features a health club, an indoor pool and complimentary high-speed (wired) Internet access. The Black Swan Lee - Lenox, Ascend Hotel Collection: Provides 2 indoor swimming pools, 2 outdoor swimming pools and 2 restaurants. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel: Features a children’s pool, an indoor pool and a health club.
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 Beartown State Forest. 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.