Find Hotels with a Pool in Great Barrington, MA

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Check availability on Great Barrington Hotels with a Pool

Tonight
Jan 9 - Jan 10
Tomorrow
Jan 10 - Jan 11
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Great Barrington hotels with a pool

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

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18 reviews)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is ₩308,153
₩392,916 total
includes taxes & fees
Jan 12 - Jan 13
Prospect Berkshires
Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (716 reviews)
"Nice warm pool and hot tub. Good little fitness center. "
United States
Fawn
The price is ₩142,993
₩159,724 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (761 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is ₩196,229
₩219,188 total
includes taxes & fees
Jan 25 - Jan 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior
The Little Lion

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548 reviews)
"Perfect for pets "
United States
Maria
The price is ₩159,891
₩178,598 total
includes taxes & fees
Jan 13 - Jan 14
The Little Lion
Exterior
Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay
3.0 star property
Great Barrington
The price is ₩2,707,964
₩3,751,571 total
includes taxes & fees
Feb 7 - Feb 8
Charming 6 Bdrm Countryside Stay
Breakfast, lunch, dinner served; American cuisine
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is ₩443,333
₩534,979 total
includes taxes & fees
Jan 11 - Jan 12
The Old Inn On The Green
Indoor pool
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is ₩202,043
₩225,682 total
includes taxes & fees
Jan 19 - Jan 20
Element Lenox Berkshires
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (73 reviews)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is ₩178,133
₩198,975 total
includes taxes & fees
Feb 8 - Feb 9
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,004 reviews)
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is ₩142,448
₩159,120 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG
2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (818 reviews)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is ₩154,440
₩200,927 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Great Barrington Hotel Reviews

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"The motel is located not far from what you need. We went to the Lee Outlets and it was 18 minutes. The condition was a little dated but clean and the bed was comfortable and thats very important for us ! The woman who welcomed us was very kind and friendly ! Besides it being outdated i love being able to park right outside your door instead of having to bring all of your things inside through the lobby and up an elevator or stairs !I would stay again 😁 I recommend staying if you dont mind it not being fancy ,the price was reasonable also. The main thing i like is that it is CLEAN ✔️"
Shannon 1-night trip
Posted 4 days ago
Monument Mountain Motel

Frequently asked questions

What are some accommodations with pools in Great Barrington?
Prospect Berkshires: Features a sauna, an outdoor pool, and spa services. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offers buffet, an indoor pool, and complimentary wired internet access. The Little Lion: Features full, an indoor pool, and complimentary wired internet access. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Provides a health club, an indoor pool, and complimentary wired internet access. Quality Inn Great Barrington: Features a seasonal outdoor pool, an indoor pool, and buffet.
What is there to see and do in Great Barrington?
Surround yourself with nature at Housatonic River Walk and Housatonic River. During your stay, check out sights such as Mahaiwe Performing Arts Center, Ski Butternut, and Monument Mountain. 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.