A calm lake with ducks, autumn trees, and a grassy park area.

Hotels with Swimming Pools in Westchester

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Check availability on Westchester Hotels with Swimming Pools

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Westchester hotels with a pool

An indoor swimming pool with lounge chairs and a glass ceiling.
A spacious lobby with a marble floor, modern lighting fixtures, a seating area with sofas and chairs, and a visible kitchen area in the background.
A hotel with a sign reading "Chicago Club Inn & Suites" at night.

1. Chicago Club Inn & Suites

Chicago Club Inn & Suites
Westmont
  • Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.
S$103
includes taxes & fees
27 Oct - 28 Oct
Chicago Club Inn & Suites
A golf course with a swimming pool, lounge area, and a pond.
A large hotel with a central courtyard, a lake, and a bridge.
A room with a large window, a bed, and a sofa.
A spacious, modern interior with large windows offering views of a golf course and a lake.

2. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
  • Dive into a poolside oasis with year-round swimming at this upscale golf resort.
S$218
includes taxes & fees
4 Oct - 5 Oct
Hilton Chicago/Oak Brook Hills Resort & Conference Center
An indoor swimming pool with clear blue water, white walls, and blue accents.
A reception area with a sign for Rodeway Inn, a reception desk, two blue armchairs, a small table with a plant, and a carpet with the hotel name.
A breakfast bar with a coffee machine, muffin tray, and a sign indicating the breakfast menu.
A modern bathroom with a granite countertop, a large mirror, and a shower area with a glass door.

3. Rodeway Inn Lyons - La Grange

Rodeway Inn Lyons - La Grange
Lyons
  • Swim year-round in a tranquil indoor pool at this convenient train station motel.
S$124
includes taxes & fees
25 Oct - 26 Oct
Rodeway Inn Lyons - La Grange
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.
A multi-story hotel with a prominent entrance and a parking lot.
A hotel room with a large bed, a sofa, a desk, and a TV.

4. Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook
Lombard
  • Splash into relaxation at this indoor pool retreat with a well-maintained fitness centre nearby.
S$142
includes taxes & fees
25 Oct - 26 Oct
Hyatt Place Chicago/Lombard/Oak Brook
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone wall.
A covered outdoor seating area with wicker furniture and a view of the street.
A kitchen counter with three large silver food covers, a framed photograph on the wall, and a tiled backsplash.
A reception area with three wooden reception desks, a glass wall on the left, and a colorful artwork on the right.

5. Holiday Inn Chicago Oakbrook by IHG

Holiday Inn Chicago Oakbrook by IHG
Oakbrook Terrace
  • Splash into year-round fun with an indoor pool that's perfect for both business and leisure travellers.
S$147
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Chicago Oakbrook by IHG
A large indoor swimming pool with clear blue water, surrounded by wooden chairs and tables, and walls with a patterned tile design.
A spacious lobby with a central seating area, large wooden columns, and potted plants.
A modern hotel room with a large bed, a desk, a chair, and a TV.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.

6. The Westin Chicago Lombard

The Westin Chicago Lombard
Lombard
  • Serene indoor swimming sanctuary with temperature-controlled waters and plush poolside loungers for year-round aquatic relaxation.
S$186
includes taxes & fees
11 Oct - 12 Oct
The Westin Chicago Lombard
An indoor swimming pool with a clear water surface, a metal ladder, and a no diving sign.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A modern hotel lobby with a reception desk, a staircase, and a seating area with a sofa and coffee table.
A living room with two sofas, a fireplace, a TV, and a bookshelf.

7. Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Bensenville
  • Relax and revive with year-round swims at this O'Hare hotel's indoor pool and hot tub retreat.
S$141
includes taxes & fees
18 Oct - 19 Oct
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
An indoor swimming pool with lounge chairs and a stone wall.
A modern living room with a large chandelier, leather sofas, and a round coffee table.
A gym with treadmills, elliptical machines, and a view of an outdoor swimming pool.
A modern hotel entrance with a sign reading "Crowne Plaza."

8. Crowne Plaza Chicago SW - Burr Ridge by IHG

Crowne Plaza Chicago SW - Burr Ridge by IHG
Burr Ridge
  • Revitalising indoor pool with loungers offers a warm sanctuary for families, just moments from Chicago's vibrant city centre scene.
S$171
includes taxes & fees
26 Oct - 27 Oct
Crowne Plaza Chicago SW - Burr Ridge by IHG
A swimming pool with clear water, marked depth lines, and safety signs.
A modern bathroom with a large mirror, a sink, a toilet, and a glass shower enclosure.
A coffee station with two espresso machines, a coffee dispenser, and various coffee-related items.
A hotel room with two beds, a desk, a chair, a TV, and a large window.

9. Holiday Inn Express & Suites Bensenville - O'Hare by IHG

Holiday Inn Express & Suites Bensenville - O'Hare by IHG
Bensenville
  • Splash into relaxation at this airport hotel with an indoor pool and comfy sun loungers.
S$199
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
An indoor swimming pool with clear water, surrounded by windows offering views of the parking lot and trees.
A modern bathroom with a large mirror, a sink, a toilet, and a glass shower enclosure.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering a view of the cityscape.
A hotel reception area with a modern design, including a reception desk, a digital display, and seating arrangements.

10. Hampton Inn & Suites Chicago-Burr Ridge

Hampton Inn & Suites Chicago-Burr Ridge
Burr Ridge
  • Dip into year-round refreshment at this indoor pool sanctuary near SeatGeek Stadium, where comfort meets convenience.
S$191
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn & Suites Chicago-Burr Ridge
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Choose what matters most at hotels with a pool in Westchester

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Westchester Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Expedia said free breakfast. There was no free breakfast. 😞"
Leslie 1-night trip
Posted 6 hours ago
Fairmont Chicago at Millennium Park
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Great location, friendly staff, tasty breakfast."
William 2-night trip
Posted 13 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Wade

The Wade

10/10 Excellent
"Great place and very clean. Staff was very helpful with great hospitality. I would recommend to anyone."
Nigel 1-night trip
Posted 13 hours ago
The Wade

Frequently asked questions

What are some accommodation options with pools in Westchester?
River Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool and a health club. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre.
What is there to see and do in Westchester?
While you're in the area, consider exploring places such as Wrigley Field, Soldier Field and Navy Pier. Take a walk along the waterfront at Oak Street Beach and North Avenue Beach. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Westchester?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Westchester in the hottest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is -1°C.

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