A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Old Chatham Hotel Guide - Hotels with Pool in Old Chatham, New York

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Check availability on Old Chatham Hotels with Pool

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Old Chatham hotels with a pool

An indoor swimming pool with a tiled floor, lounge chairs, a table, and potted plants.
A spacious living area with a high ceiling, a staircase with a wooden railing, a large blue patterned rug, and a white sofa.
A hotel with a covered entrance, stone facade, and arched windows.
A spacious living room with a stone fireplace, large windows, and modern furniture.

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.
€109
includes taxes & fees
27 Sept - 28 Sept
Comfort Inn & Suites East Greenbush - Albany

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.
€65
includes taxes & fees
1 Sept - 2 Sept
Berkshire Travel Lodge
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 modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.

3. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
€147
includes taxes & fees
27 Sept - 28 Sept
The Yankee Inn
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A garden with wooden Adirondack chairs and a stone pathway.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
€110
includes taxes & fees
31 Aug - 1 Sept
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 multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

5. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
€76
includes taxes & fees
31 Aug - 1 Sept
Howard Johnson by Wyndham Lenox
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

6. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
€114
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A swimming pool with a wooden deck, lounge chairs, and umbrellas.
A wooden cabin with a covered deck, a fire pit, and string lights.
A tent with a bed, a small bathroom with a sink and toilet, and a mirror.
A cozy room with a wood-burning stove, two wooden chairs, a small table, and a window overlooking a snowy landscape.

7. Huttopia Berkshires

Huttopia Berkshires
Williamstown
  • Forest serenity and mountain trails define this Berkshires campground, complete with refreshing pool.
€94
includes taxes & fees
8 Sept - 9 Sept
Huttopia Berkshires
A spacious hotel lobby with multiple seating areas, large windows, and a television.

8. 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.
€127
includes taxes & fees
9 Sept - 10 Sept
Hampton Inn & Suites Berkshires-Lenox
A spacious living room with a fireplace, comfortable seating, and large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

9. 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.
€93
includes taxes & fees
31 Aug - 1 Sept
Vacation Village in the Berkshires
A backyard with a swimming pool, lounge chairs, and a hot tub.
A covered porch with wicker furniture and hanging flower baskets.
A bar with wooden floors and shelves filled with bottles.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

10. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
€195
includes taxes & fees
29 Sept - 30 Sept
The Red Lion Inn
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Choose what matters most at hotels with a pool in Old Chatham

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Old Chatham Hotel Reviews

The Yankee Inn

The Yankee Inn

8/10 Good
"Comfortable, clean, ample breakfast"
Janine 1-night trip
Posted 6 hours ago
The Yankee Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Friendly and professional staff. Check in quick and easy. Will definitely stay again"
abdoul kader 1-night trip
Posted 6 hours ago
Vacation Village in the Berkshires
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Location"
patricia 2-night trip
Posted 6 hours ago
Quality Inn Great Barrington
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Dorothy 1-night trip
Posted 1 day ago
The Red Lion Inn
Hilton Albany

Hilton Albany

10/10 Excellent
"Shuttle was on time and was great to have since the hotel is not close to the airport."
Georgia 1-night trip
Posted 5 days ago
Hilton Albany

Frequently asked questions

What are some hotels with pools in Old 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. Hilton Albany: Hotel, 4-minute walk from MVP Arena. Offers 2 restaurants, an indoor pool and complimentary wireless Internet access. Country Inn & Suites by Radisson, Downtown Albany New York: Offers a seasonal outdoor pool, an indoor pool and buffet. Albany Plaza Hotel: Features free self parking, an indoor pool and complimentary wireless Internet access. The Yankee Inn: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Old Chatham?
Make a point to visit attractions such as Kinderhook Lake and Art Omi International Arts Center - Fields Sculpture Park. Discover sights such as Shaker Museum and Library during your stay.
When is the best time to book a hotel with a pool in Old Chatham?
Taking the local weather in Old Chatham into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Old Chatham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.