Find Hotels with a Pool in Great Barrington, MA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Great Barrington Hotels with a Pool

Tonight
Mar 6 - Mar 7
Tomorrow
Mar 7 - Mar 8
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

Our top choices for Great Barrington hotels with a pool

Indoor pool

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, (743 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is NT$3,393
NT$3,790 total
includes taxes & fees
Mar 15 - Mar 16
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (554 reviews)
"Great friendly staff"
United States
Pablo
The price is NT$3,488
NT$3,897 total
includes taxes & fees
Mar 8 - Mar 9
The Little Lion
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (21 reviews)
"Excellent local stay - would recommend to all"
United States
Gentian
The price is NT$6,209
NT$7,998 total
includes taxes & fees
Mar 30 - Mar 31
Prospect Berkshires
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (769 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is NT$4,820
NT$5,384 total
includes taxes & fees
Mar 29 - Mar 30
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Breakfast, lunch, dinner served; American cuisine

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 NT$9,663
NT$11,660 total
includes taxes & fees
Mar 10 - Mar 11
The Old Inn On The Green
Exterior

Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay
3.0 star property
Great Barrington
The price is NT$16,411
NT$34,188 total
includes taxes & fees
Mar 10 - Mar 11
Charming 6 Bdrm Countryside Stay
Indoor pool

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (22 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is NT$4,404
NT$4,919 total
includes taxes & fees
Mar 26 - Mar 27
Element Lenox Berkshires
Indoor pool, seasonal outdoor pool, sun loungers

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,008 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is NT$2,935
NT$3,279 total
includes taxes & fees
Mar 15 - Mar 16
The Yankee, Trademark Collection by Wyndham
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (84 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is NT$4,186
NT$4,676 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is NT$3,010
NT$3,362 total
includes taxes & fees
Mar 10 - Mar 11
Sunset Inn
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.
View all properties

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

Breakfast included
Hot tub

Top Great Barrington Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"This is a well-kept and staffed property. It is quiet as it is set back from the highway. Conveniently located for our purposes. We stay here frequently due to business."
Nathaniel 1-night trip
Posted 7 hours ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What are some accommodations with pools in Great Barrington?
Quality Inn Great Barrington: 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: Features a sauna, an outdoor pool, and spa services. Prospect Berkshires: Offers complimentary wireless internet access, a pool, and kitchens. The Little Lion: Features 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 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.

Explore a world of travel with Expedia