Hotels with Swimming Pool in East Chatham, New York

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Our top choices for East Chatham hotels with a pool

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is P7,931
P8,859 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Element Lenox Berkshires

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, (998)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is P5,181
P5,788 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is P5,443
P6,080 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Yankee, Trademark Collection by Wyndham

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (17)
"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 P14,804
P18,505 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Prospect Berkshires

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, (711)
"Great hospitality "
United States
regina maria
The price is P6,286
P7,021 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
United States
Lori
The price is P8,753
P12,402 total
includes taxes & fees
Jan 26 - Jan 27, 2026
The Red Lion Inn

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
"Very comfortable beds! "
United States
Gerald
The price is P6,063
P6,772 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Berkshires-Lenox

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is P7,513
P8,391 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hilton Garden Inn Lenox Pittsfield

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 P6,462
P7,218 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Little Lion

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (796)
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is P5,797
P7,788 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Berkshire Mountain Lodge
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 East Chatham Hotel Reviews

Frequently asked questions

What are some hotels with pools in East Chatham?
Inn at Silver Maple Farm: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Hotel located near MVP Arena. Features full, an indoor pool, and free self parking. Hyatt Place Albany/Downtown: Features a seasonal outdoor pool, an indoor pool, and buffet. Comfort Inn Glenmont - Albany South: Offers a health club, an indoor pool, and complimentary wired internet access. Albany Plaza Hotel: Features free self parking, an indoor pool, and complimentary wireless internet access.
What is there to see and do in East Chatham?
The picturesque setting of Queechy Lake and Kinderhook Lake showcase the area's natural beauty. Discover sights such as Meizinger Lake, Hand Hollow Conservation Area, and Hand Hollow State Forest during your stay.
When is the best time to book a hotel with a pool in East Chatham?
Taking into account the local weather in East Chatham is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in East Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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