A large stone church with a tall bell tower and arched windows.

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Check availability on Great Barrington Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Great Barrington hotels with a pool

A modern bathroom with a white sink, black faucet, and a round mirror.

1. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is NT$4,095
NT$4,574 total
includes taxes & fees
Nov 30 - Dec 1
East Rock Inn
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

2. 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, (819 reviews)
"Nice view and location for fall color."
United States
Md
The price is NT$4,657
NT$5,202 total
includes taxes & fees
Nov 3 - Nov 4
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

3. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (933 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is NT$1,948
NT$2,175 total
includes taxes & fees
Nov 1 - Nov 2
Monument Mountain Motel
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

4. 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, (848 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is NT$2,701
NT$3,017 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

5. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,002 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is NT$2,474
NT$2,764 total
includes taxes & fees
Nov 22 - Nov 23
Quality Inn Great Barrington
Terrace/patio

6. Maya's Garden House

Maya's Garden House
2.0 star property
Great Barrington
The price is NT$29,017
NT$40,954 total
includes taxes & fees
Nov 1 - Nov 2
Maya's Garden House
A dining area with round tables set for two, a fireplace, and a mural on the wall.

7. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is NT$9,437
NT$11,388 total
includes taxes & fees
Nov 1 - Nov 2
The Old Inn On The Green
A large house with a balcony and a grassy yard.

8. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (637 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is NT$2,694
NT$3,010 total
includes taxes & fees
Nov 18 - Nov 19
The Little Lion
A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

9. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is NT$2,571
NT$2,872 total
includes taxes & fees
Oct 31 - Nov 1
Travelodge by Wyndham Great Barrington Berkshires
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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Choose what matters most at hotels with a pool in Great Barrington

Breakfast included
Hot tub

Top Great Barrington Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"I booked this for one of my bus drivers & he told me he had a good time theree in the hotel. Clean & quiet."
Smath 1-night trip
Posted 8 hours ago
Quality Inn Great Barrington

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.

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