Find Hotels with a Pool in Great Barrington, MA

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Check availability on Great Barrington Hotels with a Pool

Tonight
6 Jan - 7 Jan
Tomorrow
7 Jan - 8 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

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)
"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 AED 926
AED 1,157 total
includes taxes & fees
4 Feb - 5 Feb
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)
"Nice warm pool and hot tub. Good little fitness center. "
United States
Fawn
The price is AED 360
AED 402 total
includes taxes & fees
25 Jan - 26 Jan
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)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is AED 496
AED 554 total
includes taxes & fees
22 Jan - 23 Jan
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548)
"Perfect for pets "
United States
Maria
The price is AED 404
AED 451 total
includes taxes & fees
7 Jan - 8 Jan
The Little Lion
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
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)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is AED 1,120
AED 1,352 total
includes taxes & fees
8 Jan - 9 Jan
The Old Inn On The Green
Indoor pool
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"The room we stayed in was extremely clean and comfy. The whole hotel was very nice and had an awesome breakfast. Will be staying here again for sure. "
United States
Keith
The price is AED 511
AED 570 total
includes taxes & fees
19 Jan - 20 Jan
Element Lenox Berkshires
Meeting facility
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, (1007)
"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 AED 360
AED 402 total
includes taxes & fees
9 Jan - 10 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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
9.2 out of 10, Wonderful, (72)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is AED 450
AED 503 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool, seasonal outdoor pool, sun loungers
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1010)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is AED 372
AED 415 total
includes taxes & fees
19 Jan - 20 Jan
The Yankee, Trademark Collection by Wyndham
Seasonal outdoor pool
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (166)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AED 604
AED 694 total
includes taxes & fees
7 Jan - 8 Jan
Blackberry River 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.
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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 15 hours ago
Monument Mountain Motel

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Frequently asked questions

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