A calm lake surrounded by dense evergreen trees and a few deciduous trees with autumn leaves.

Hotels with Swimming Pool in East Chatham, New York

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Check availability on East Chatham Hotels with Swimming Pool

Tonight
Sep 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for East Chatham hotels with a pool

A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

1. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
P6,568
P7,337 total
includes taxes & fees
Sep 14 - Sep 15
The Yankee Inn

2. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
  • Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.
P4,219
P4,726 total
includes taxes & fees
Sep 13 - Sep 14
Berkshire Travel Lodge
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A garden with wooden Adirondack chairs and a stone pathway.
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
P4,977
P6,956 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge
A swimming pool with a white fence, a flag, and a view of a town with houses and a hill in the background.
A bathroom with a white sink, mirror, and toilet.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.
A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

4. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
P4,939
P5,517 total
includes taxes & fees
Sep 7 - Sep 8
Howard Johnson by Wyndham Lenox
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

5. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
  • Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
P7,643
P8,537 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn & Suites Berkshires-Lenox
An indoor swimming pool with a tiled floor, lounge chairs, a table, and potted plants.
A hotel with a covered entrance, stone facade, and arched windows.
A spacious living room with a stone fireplace, large windows, and modern furniture.
A spacious living area with a blue sofa, yellow armchair, and a coffee table. A staircase leads to an upper level with a balcony.

6. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
  • Dive into refreshing bliss at this East Greenbush hotel's indoor pool, complete with cozy sun loungers for ultimate relaxation.
P7,121
P7,904 total
includes taxes & fees
Sep 27 - Sep 28
Comfort Inn & Suites East Greenbush - Albany
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.
A modern hotel lobby with seating areas, tables, and a reception desk.
A breakfast area with a counter, coffee machine, and a display of pastries.
A modern bathroom with a large mirror, a sink, and a shower.

7. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
  • Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
P7,502
P8,380 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A bathroom with a bathtub, toilet, and shower.
A hotel room with a TV, desk, chair, lamp, and a bathroom with a sink and mirror.

8. Berkshire Inn

Berkshire Inn
Pittsfield
  • Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
P5,376
P6,005 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Inn
A backyard with a swimming pool, lounge chairs, and a hot tub.
A covered porch with wicker furniture and hanging flower baskets.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A bar with wooden floors and shelves filled with bottles.

9. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
P9,903
P14,168 total
includes taxes & fees
Sep 30 - Oct 1
The Red Lion Inn
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.

10. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
  • Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
P5,948
P7,330 total
includes taxes & fees
Sep 15 - Sep 16
Vacation Village in the Berkshires
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Choose what matters most at hotels with a pool in East Chatham

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top East Chatham Hotel Reviews

The Yankee Inn

The Yankee Inn

8/10 Good
"I did have some difficulty finding outlets for my phone and electronics chargers. The only spot was near the bathroom sink, which is not ideal. Breakfast was great; lots of choices and more than I expected. There was a little noise from the upstairs guest, which woke me out of a sound sleep. I didn't realize my room was direct to the outside and in the future, would choose a room inside the main building for security reasons. Convenient location and price was reasonable. I do plan to come back and utilize the amenities more."
Alison 1-night trip
Posted 1 hour ago
The Yankee Inn
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Charming, updated throughout. Extremely clean and well appointed. Extremely delightful stay."
Colleen And mark 2-night trip
Posted 3 hours ago
The Red Lion Inn
Hilton Albany

Hilton Albany

10/10 Excellent
"Everything was great"
Salaam 3-night trip
Posted 14 hours ago
Hilton Albany
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."
Janet L. 2-night trip
Posted 2 days ago
Quality Inn Great Barrington

Frequently asked questions

What are some hotels with pools in East Chatham?
Inn at Silver Maple Farm: Aparthotel, 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, 4-minute walk from MVP Arena. Provides 2 restaurants, an indoor pool, and complimentary wireless internet access. Hilton Albany: Features a seasonal outdoor pool, an indoor pool, and buffet. Country Inn & Suites by Radisson, Downtown Albany New York: Offers free self parking, an indoor pool, and complimentary wireless internet access. Albany Plaza Hotel: Offers buffet, an indoor pool, and complimentary wired 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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