TOP Hotels with Pool in Housatonic, MA for 2026

Q: What are some hotels with pools in Housatonic?

The Yankee Inn : Features a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge : Offers free self parking, an indoor pool and complimentary wireless Internet access. The Red Lion Inn : Provides 3 restaurants, an outdoor pool and spa services. Berkshires Untold : Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Quality Inn Great Barrington : Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli.

A river flanked by autumn-colored trees and residential areas.

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Our top choices for Housatonic hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

Rp2.552.183 total

includes taxes & fees

12 Jul - 13 Jul

Berkshire Mountain Lodge

Pittsfield

Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.

Rp3.087.997 total

includes taxes & fees

5 Aug - 6 Aug

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.

Rp3.310.761 total

includes taxes & fees

27 Jul - 28 Jul

The Red Lion Inn

Stockbridge

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

Rp4.357.769 total

includes taxes & fees

22 Jul - 23 Jul

M3 Romantic Suite | Living area | 43-inch LCD TV with digital channels, streaming services

Blackberry River Inn

Norfolk

Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.

Rp3.216.365 total

includes taxes & fees

8 Jul - 9 Jul

Berkshire Inn

Pittsfield

Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.

Rp1.805.619 total

includes taxes & fees

12 Jul - 13 Jul

Little Cat Lodge

Copake Falls

Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.

Rp3.428.263 total

includes taxes & fees

15 Jul - 16 Jul

Howard Johnson by Wyndham Lenox

Lenox

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

Rp1.986.402 total

includes taxes & fees

19 Jul - 20 Jul

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Choose what matters most at hotels with a pool in Housatonic

Breakfast included

4 stars

Top Housatonic Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

8/10 Good

"Easy parking."

Jiminy Peak Mountain Resort

8/10 Good

"The room was fine, the carpet was old and a bit musty. The fridge was helpful to have, and we used the coffee maker, would have preferred a Keurig. The bed was comfortable and the air conditioner worked fine. The furniture was nice, we liked the two separate bathroom sinks. Over a pleasant stay."

Holiday Inn Express Hotel & Suites Great Barrington by IHG

8/10 Good

"A sweet spot in the Berkshires to “camp” in for an evening or two or three. Who else has your bed made up with crisp white sheets, breakfast in the morning and a warm welcome waiting for you other than your mom? #holidayinnexpress for the win! Thanks!"

The Red Lion Inn

10/10 Excellent

"Staff was very helpful particularly Jerry in outside cafe. Grounds keeper did a beautiful job! Outdoor pool was amazing! Will be back to swim in in the winter. Loved the shops located in the main building. We stayed in Maple Glen which was lovely. I was disappointed my room was dark but now know to ask for a sunnier room when booking."

Frequently asked questions

What are some hotels with pools in Housatonic?

The Yankee Inn: Features a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge: Offers free self parking, an indoor pool and complimentary wireless Internet access. The Red Lion Inn: Provides 3 restaurants, an outdoor pool and spa services. Berkshires Untold: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Quality Inn Great Barrington: Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli.

What is there to see and do in Housatonic?

Surround yourself with nature at Housatonic River. During your stay, visit sights such as Norman Rockwell Museum, Berkshire Botanical Garden and Naumkeag Museum.

When is the best time to book a hotel with a pool in Housatonic?

Taking the local weather in Housatonic 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 Housatonic are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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