The Best Hotels with a Pool in Housatonic, MA from ₩153,766 in 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 wired internet access. Quality Inn Great Barrington : Offers 2 indoor pools, 2 outdoor 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, sun loungers

The Yankee Inn

Lenox

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

₩217,477 total

includes taxes & fees

Jul 8 - Jul 9

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.

₩273,905 total

includes taxes & fees

Jul 8 - Jul 9

Berkshire Mountain Lodge

Pittsfield

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

₩262,667 total

includes taxes & fees

Aug 6 - Aug 7

Berkshire Inn

Pittsfield

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

₩153,766 total

includes taxes & fees

Jul 12 - Jul 13

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.

₩282,118 total

includes taxes & fees

Jul 27 - Jul 28

The Red Lion Inn

Stockbridge

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

₩362,467 total

includes taxes & fees

Jul 22 - Jul 23

Howard Johnson by Wyndham Lenox

Lenox

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

₩169,161 total

includes taxes & fees

Jul 9 - Jul 10

2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

South Lee

Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.

₩313,060 total

includes taxes & fees

Jul 16 - Jul 17

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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 wired internet access. Quality Inn Great Barrington: Offers 2 indoor pools, 2 outdoor 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, check out 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 into account the local weather in Housatonic can help you maximize your time at the pool during your trip. 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 Housatonic are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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