The Best Hotels with a Pool in Great Barrington, MA from ￥13,072 in 2026

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 full, an indoor pool, and complimentary wired internet access. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires : Features buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG : Offers kitchens, a pool, and televisions. The Little Lion : Provides free self parking, an indoor pool, and complimentary wireless internet access.

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Our top choices for Great Barrington hotels with a pool

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

1. 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.

￥28,261 total

includes taxes & fees

Nov 19 - Nov 20

A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

2. 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.

￥14,602 total

includes taxes & fees

Dec 7 - Dec 8

A poolside area with white lounge chairs and a red umbrella.

3. Prospect Berkshires

Egremont

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

￥47,232 total

includes taxes & fees

Nov 30 - Dec 1

A large house with a balcony and a grassy yard.

4. The Little Lion

Great Barrington

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

￥14,657 total

includes taxes & fees

Nov 12 - Nov 13

A white two-story house with a front door, windows, and a chimney.

5. 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.

￥55,112 total

includes taxes & fees

Nov 8 - Nov 9

A backyard with a swimming pool, a fenced area, and a view of the surrounding forest and hills.

6. Charming 6 Bdrm Countryside Stay

Great Barrington

￥160,757 total

includes taxes & fees

Nov 30 - Dec 1

An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.

7. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

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

￥22,659 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

8. The Yankee Inn

Lenox

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

￥20,908 total

includes taxes & fees

Nov 20 - Nov 21

An indoor swimming pool with clear blue water, surrounded by windows with a view of trees.

9. Courtyard by Marriott Lenox Berkshires

Lenox

Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness center.

￥22,097 total

includes taxes & fees

Dec 6 - Dec 7

A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

10. Little Cat Lodge

Copake Falls

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

￥26,025 total

includes taxes & fees

Dec 8 - Dec 9

View all properties

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

Breakfast included

Hot tub

Top Great Barrington Hotel Reviews

Prospect Berkshires

Egremont

10/10 Excellent

Emily

A large, two-story house with a well-maintained lawn and a fence.

Devonfield Inn B&B

Lee

10/10 Excellent

Anonymous traveler

Little Cat Lodge

Copake Falls

10/10 Excellent

Elisabeth

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!

Anonymous traveler

The Old Inn On The Green

Great Barrington

10/10 Excellent

Rishi

The Little Lion

Great Barrington

10/10 Excellent

Hong

A backyard with a swimming pool, surrounded by grass and trees.

The Inn at Stockbridge

Stockbridge

10/10 Excellent

Kevin

A swimming pool surrounded by a metal fence, with several lounge chairs and a small table nearby.

Brook Farm Inn

Lenox

10/10 Excellent

roberta

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

10/10 Excellent

Charles

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

10/10 Excellent

I love this place and have stayed here before. Even with the precautions for COVID-19, my kids and I still had a great time. The check-in was smooth and safe. The room was clean and sanitized. In fact, we had to "break the seal" on the door to enter and the seal was evidence of the cleaning that was done. Of course, the arcade and movie theatre were closed, but that was no surprise. The pools were open and reservations required to ensure everyone could be safe and still have fun. Lots of...

David

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and flowers.

The Amelia

Hudson

10/10 Excellent

Amanda

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Excellent

Alyssa

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

t

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 full, an indoor pool, and complimentary wired internet access. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Features buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offers kitchens, a pool, and televisions. The Little Lion: Provides free self parking, an indoor pool, and complimentary wireless internet access.

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.

Find Hotels with a Pool in Great Barrington, MA

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Great Barrington hotels with a pool

1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

3. Prospect Berkshires

4. The Little Lion

5. The Old Inn On The Green

6. Charming 6 Bdrm Countryside Stay

7. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

8. The Yankee Inn

9. Courtyard by Marriott Lenox Berkshires

10. Little Cat Lodge

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

Top Great Barrington Hotel Reviews

Prospect Berkshires

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Great Barrington?

What is there to see and do in Great Barrington?

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