Hotels with Swimming Pool in Great Barrington, Massachusetts

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Check availability on Great Barrington Hotels with Swimming Pool

Top Great Barrington Hotels with Swimming Pool

Our top choices for Great Barrington hotels with a pool

Berkshire Mountain Lodge
Indoor pool

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (584)
"Amazing place to stay. Can’t wait to go again. "
The price is P3,752
P5,465 total
includes taxes & fees
Sep 21 - Sep 22
Berkshire Mountain Lodge
Element Lenox Berkshires
Indoor pool

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is P8,661
P9,675 total
includes taxes & fees
Sep 1 - Sep 2
Element Lenox Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
"Really enjoyed my stay here, definitely need a car to get around"
The price is P7,701
P8,602 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillowtop beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (650)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is P7,066
P7,892 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (730)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is P7,693
P8,593 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Little Lion
Pool

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (528)
"Comfy, quiet, and clean "
The price is P8,490
P9,484 total
includes taxes & fees
Sep 1 - Sep 2
The Little Lion
Prospect Berkshires
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers

Prospect Berkshires

3.0 star property
9.0 out of 10, Wonderful, (2)
"So fantastic!! The cabins are gorgeous and very well appointed. We are going back!"
The price is P21,796
P26,255 total
includes taxes & fees
Sep 1 - Sep 2
Prospect Berkshires
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (88)
"Beautiful room and property. Perfect weekend getaway!"
The price is P16,525
P19,940 total
includes taxes & fees
Aug 25 - Aug 26
The Old Inn On The Green
Blackberry River Inn
Seasonal outdoor pool

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (127)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is P9,365
P10,770 total
includes taxes & fees
Sep 2 - Sep 3
Blackberry River Inn
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is P4,502
P5,028 total
includes taxes & fees
Sep 3 - Sep 4
Howard Johnson by Wyndham Lenox
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.

Top Great Barrington Hotel Reviews

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

10/10 Excellent
"Super helpful staff and very convenient location for visiting the area. Our room was clean and quiet and exactly what I'd hope for at this price point. Water was HOT HOT. "
Leviticus 1-night trip
Posted 3 days ago
Travelodge by Wyndham Great Barrington Berkshires

Frequently asked questions

What are some accommodations with pools in Great Barrington?
Quality Inn: Offers buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Provides full, an indoor pool, and complimentary wired internet access. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Offers a sauna, an outdoor pool, and spa services. Monument Mountain Motel: Features complimentary wireless internet access, a pool, and kitchens. Prospect Berkshires: Offers free self parking, an indoor pool, and complimentary wireless internet access.
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, 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.