Hotels with Swimming Pool, Great Barrington Massachusetts

Q: What are some accommodations with pools in Great Barrington?

Quality Inn Great Barrington : Offers a sauna, an outdoor pool, and spa services. Prospect Berkshires : Provides buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG : Offers full, an indoor pool, and complimentary wired internet access. The Little Lion : Offers complimentary wireless internet access, a pool, and kitchens. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires : Provides a seasonal outdoor pool, an indoor pool, and buffet.

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Our top choices for Great Barrington hotels with a pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.

P14,525 total

includes taxes & fees

Jul 13 - Jul 14

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.

P10,579 total

includes taxes & fees

Jul 26 - Jul 27

The Little Lion

Great Barrington

Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.

P7,686 total

includes taxes & fees

Jul 13 - Jul 14

Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

Great Barrington

Dive into summer luxury at this historic inn's outdoor pool surrounded by garden serenity and natural wonders.

P24,465 total

includes taxes & fees

Jul 14 - Jul 15

Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers

Prospect Berkshires

Egremont

Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.

P24,629 total

includes taxes & fees

Jul 12 - Jul 13

Charming 6 Bdrm Countryside Stay

Great Barrington

P80,439 total

includes taxes & fees

Aug 7 - Aug 8

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.

P10,388 total

includes taxes & fees

Jul 12 - Jul 13

Seasonal outdoor pool, pool umbrellas, sun loungers

The Amelia

Hudson

Seasonal outdoor oasis awaits at The Amelia with loungers and umbrellas for perfect poolside relaxation.

P24,082 total

includes taxes & fees

Jul 20 - Jul 21

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Choose what matters most at hotels with a pool in Great Barrington

Breakfast included

Hot tub

Top Great Barrington Hotel Reviews

The Yankee Inn

8/10 Good

"The hotel is a few minutes from Tanglewood and the Berkshire hotspots. Super friendly staff. Very accommodating. The place is a bit dated, but that has a retro charm like places on the Cape. The grounds are lovely. The breakfast is like other hotel breakfast. Lots of options: cereal, oatmeal, eggs, sausage, hard boiled eggs, fruit, bread, pastries, etc. My only complaint was the bed, which had a mattress in desperate need of replacement. We referred to it as sleeping in the valley because it made us roll to the center. It was also really high, which was challenging in an accessible room. I called and they had a stool for me within 5 minutes so we made it work. The people were so nice so I hate adding a complaint in my review. We would have asked for a room change but were there over a holiday weekend and I was pretty sure there wouldn’t be another option. The pluses outweigh the negatives so we had a good time."

The Red Lion Inn

10/10 Excellent

"Had a lovely 2 night stay at the Red Lion Inn. The front desk staff were very welcoming. The location was convenient to many nice shops and restaurants, as well as sites like the Norman Rockwell museum and the Divine Mercies chapel and grounds. This hotel is a wonderful blend of historic and modern..and the breakfast is great!"

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!"

Frequently asked questions

What are some accommodations with pools in Great Barrington?

Quality Inn Great Barrington: Offers a sauna, an outdoor pool, and spa services. Prospect Berkshires: Provides buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offers full, an indoor pool, and complimentary wired internet access. The Little Lion: Offers complimentary wireless internet access, a pool, and kitchens. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Provides a seasonal outdoor pool, an indoor pool, and buffet.

What is there to see and do in Great Barrington?

Make a point to visit attractions like Housatonic River Walk and Mahaiwe Performing Arts Center. During your stay, check out sights such as Housatonic River, Lake Mansfield Park, and Ski Butternut. Travelers love Great Barrington for its array of dining options.

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

Taking into account the local weather in Great Barrington 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 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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Our top choices for Great Barrington hotels with a pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires