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Chatham Hotels with Swimming Pool

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Check availability on Chatham Hotels with Swimming Pools

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Chatham hotels with a pool

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 area with a high ceiling, a staircase with a wooden railing, a large blue patterned rug, and a white sofa.
A spacious living area with a blue sofa, yellow armchair, and a coffee table. A staircase leads to an upper level with a balcony.

1. 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 cosy sun loungers for ultimate relaxation.
RM448
RM497 total
includes taxes & fees
10 Nov - 11 Nov
Comfort Inn & Suites East Greenbush - Albany
A modern dining area with wooden tables and benches, green chairs, and pendant lighting.
A hotel room with a wooden desk, a television, a grey office chair, a sofa, and a window with curtains.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A compact living space with a kitchenette, a flat-screen TV, and a seating area.

2. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
RM448
RM484 total
includes taxes & fees
8 Nov - 9 Nov
Spark by Hilton West Coxsackie
An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.
A restaurant with long tables, chairs, and a brick wall.
A bar area with wooden beams, a bar counter, and stools.
A spacious room with leather seating, large windows, and exposed brick walls.

3. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
RM989
RM1,302 total
includes taxes & fees
2 Nov - 3 Nov
Pocketbook Hotel and Bath
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A modern hotel lobby with a seating area, a sofa, and a large window with curtains.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

4. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
RM587
RM656 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
An indoor swimming pool with clear lane markings, a poolside area with lounge chairs, and large windows allowing natural light.
A breakfast area with a counter, coffee machine, and a display of pastries.
A modern hotel lobby with seating areas, tables, and a reception desk.
A modern bathroom with a large mirror, a sink, and a shower.

5. 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.
RM339
RM379 total
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.

6. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
RM433
RM484 total
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
Outdoor pool
Lobby sitting area
Front of property
Lobby sitting area

7. 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.
RM276
RM309 total
includes taxes & fees
14 Oct - 15 Oct
Berkshire Travel Lodge
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A covered outdoor area with stone pillars and a view of a road and green hills.
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A modern restaurant with wooden flooring, bar area, and seating arrangements.

8. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
  • Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness centre.
RM513
RM573 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A conference room with multiple tables and chairs, a flat-screen TV mounted on the wall, and a carpeted floor.
A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.

9. 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.
RM465
RM520 total
includes taxes & fees
7 Nov - 8 Nov
Hampton Inn & Suites Berkshires-Lenox
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and flowers.
A modern kitchen with white cabinetry, a built-in oven, and a coffee machine. There are shelves with glassware and a window providing natural light.
A residential property with a swimming pool, a covered patio area, and a well-maintained lawn.
A circular outdoor fire pit with a metal rim, surrounded by gravel.

10. The Amelia

The Amelia
Hudson
  • Seasonal outdoor oasis awaits at The Amelia with loungers and umbrellas for perfect poolside relaxation.
RM1,173
RM1,325 total
includes taxes & fees
9 Nov - 10 Nov
The Amelia
View all properties

Choose what matters most at hotels with a pool in Chatham

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Chatham Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We had a very good stay. The place was spacious, with a kitchen, living room, large bathroom, balcony, and jacuzzi in the bedroom. The swimming pool in the main building was warm, which my kids appreciated."
Patrick 2-night trip
Posted 2 hours ago
Vacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

8/10 Good
"We had a nice stay at the Red Lion Inn. Our room was clean and had a fireplace, but did not have a mini-refrigerator and the TV was placed to the side of the bed. The restaurant charged a lot ($65 for a filet mignon entree) and the food was not up to that price. The bread and salad were a la carte. The whole place seemed in need of a refresh."
Patricia 1-night trip
Posted 5 hours ago
The Red Lion Inn
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"The room was very clean. The staff was very friendly. The breakfast was available in the parking was easy. Will definitely stay here again."
Gerald 1-night trip
Posted 12 hours ago
Comfort Inn & Suites East Greenbush - Albany
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

8/10 Good
"Good location and great for one night stopover"
Pamela 1-night trip
Posted 1 day ago
Comfort Inn Glenmont - Albany South

Frequently asked questions

What are some accommodation options with pools in Chatham?
Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Country Inn & Suites by Radisson, Downtown Albany New York: Provides free self parking, an indoor pool and complimentary wireless Internet access. Berkshire Mountain Lodge: Hotel located near Albany Medical Center. Offers full, an indoor pool and free self parking. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Offers a seasonal outdoor pool, an indoor pool and buffet. Comfort Inn Glenmont - Albany South: Provides a steam room, 3 indoor swimming pools and spa services.
What is there to see and do in Chatham?
The picturesque settings of Art Omi International Arts Center - Fields Sculpture Park and Kinderhook Lake showcase the area's natural beauty. Discover sights such as The Mac-Haydn Theatre during your stay.
When is the best time to book a hotel with a pool in Chatham?
Taking the local weather in Chatham into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20Β°C, while the coldest months are January and February, with an average of -2Β°C. The snowiest months in Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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