Hotels with Swimming Pool, Great Barrington Massachusetts

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

Quality Inn Great Barrington : Features buffet, an indoor pool, and complimentary wired internet access. The Little Lion : Offers a sauna, an outdoor pool, and spa services. Monument Mountain Motel : Features full, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG : Offers free self parking, an indoor pool, and complimentary wireless internet access. Prospect Berkshires : Features 3 restaurants, an outdoor pool, and spa services.

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Our top choices for Great Barrington hotels with a pool

The Little Lion

Great Barrington

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

P6,547 total

includes taxes & fees

Jun 11 - Jun 12

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.

P8,545 total

includes taxes & fees

Jun 1 - Jun 2

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.

P12,242 total

includes taxes & fees

May 31 - Jun 1

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.

P25,843 total

includes taxes & fees

May 26 - May 27

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.

P24,568 total

includes taxes & fees

May 26 - May 27

Charming 6 Bdrm Countryside Stay

Great Barrington

P77,240 total

includes taxes & fees

Jun 1 - Jun 2

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.

P7,511 total

includes taxes & fees

May 28 - May 29

Berkshire Mountain Lodge

Pittsfield

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

P7,423 total

includes taxes & fees

May 27 - May 28

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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

10/10 Excellent

"Had a great stay at the Yankee Inn. I would definitely stay here again. Check in was great and super helpful for what to do and eat in the area. Carl at the bar was the best! Only complaint is that the fitted sheet kept coming up from our king mattress I had the fix them multiple times. Nice indoor pool and hot tub. Close to a lot."

The Red Lion Inn

10/10 Excellent

"Every year my sisters and I go to the Red Lion to celebrate our mom’s birthday. It was one of her favorite places! We love the charm, the history and the “old fashioned” feel. Every guest room is different and they kindly upgraded me to a suite the last two times. The food at the restaurant is really good and we always love hearing the Jazz in the Lion’s Den on Sunday night. Can’t wait to return next year."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"The suite is a great option for a family of five. We have disabled children and found it really easy to get to the pool. The rooms and pool are located in the same building. So we didn’t have to walk through a cold parking lot after swimming. It’s a much better location and quality than a lot of the other similar hotels. it’s already across from a grocery store and local restaurants even a McDonald’s. A great all-around family choice."

Frequently asked questions

What are some accommodations with pools in Great Barrington?

Quality Inn Great Barrington: Features buffet, an indoor pool, and complimentary wired internet access. The Little Lion: Offers a sauna, an outdoor pool, and spa services. Monument Mountain Motel: Features full, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offers free self parking, an indoor pool, and complimentary wireless internet access. Prospect Berkshires: Features 3 restaurants, an outdoor pool, and spa services.

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 Great Barrington Historical Society & Museum. 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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