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

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Check availability on Westchester Hotels with a Pool

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

Our top choices for Westchester hotels with a pool

Indoor pool
Lobby
LUSH Suite,1 King Bed, Jetted Tub | Premium bedding, down comforters, desk, laptop workspace
Front of property - evening/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.
AED 260
AED 289 total
includes taxes & fees
28 Oct - 29 Oct
Chicago Club Inn & Suites
Sports facility
Premium bedding, pillowtop beds, in-room safe, desk
Lobby
Golf

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.
AED 509
AED 626 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Indoor pool
Breakfast area
Lobby
Suite, 1 King Bed, Non Smoking | Cribs (surcharge), WiFi (free), bed sheets

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.
AED 318
AED 356 total
includes taxes & fees
25 Oct - 26 Oct
Rodeway Inn Lyons - La Grange
Indoor pool
Business center
Bar (on property)
Exterior

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 center nearby.
AED 367
AED 408 total
includes taxes & fees
25 Oct - 26 Oct
Hyatt Place Chicago/Lombard/Oak Brook
Indoor pool
Premium bedding, down comforters, pillowtop beds, in-room safe
Exterior
Daily cooked-to-order breakfast for a fee

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 travelers.
AED 378
AED 424 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Chicago Oakbrook by IHG
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers
Meeting facility
Lobby
Premium bedding, down comforters, pillowtop beds, in-room safe

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.
AED 481
AED 534 total
includes taxes & fees
11 Oct - 12 Oct
The Westin Chicago Lombard
Indoor pool
Down comforters, in-room safe, desk, blackout drapes
Lobby
Lobby

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.
AED 356
AED 406 total
includes taxes & fees
18 Oct - 19 Oct
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Exterior
Fitness studio
Exterior

8. Crowne Plaza Chicago SW - Burr Ridge by IHG

Crowne Plaza Chicago SW - Burr Ridge by IHG
Burr Ridge
  • Revitalizing indoor pool with loungers offers a warm sanctuary for families, just moments from Chicago's vibrant downtown scene.
AED 448
AED 493 total
includes taxes & fees
26 Oct - 27 Oct
Crowne Plaza Chicago SW - Burr Ridge by IHG
Indoor pool, open 8:00 AM to 11:00 PM, sun loungers
In-room safe, desk, blackout drapes, iron/ironing board
Room amenity
Separate tub and shower, free toiletries, hair dryer, towels

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.
AED 503
AED 574 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
Indoor pool
Bathroom shower
Lobby
Reception

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.
AED 500
AED 550 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn & Suites Chicago-Burr Ridge
View all properties

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 2 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 10 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 10 hours ago
The Wade

Frequently asked questions

What are some accommodations 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 center.
What is there to see and do in Westchester?
While you're in the area, consider exploring places like 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're planning to visit Westchester in the hottest months of July, August, or June when the average temp is 71°F. Lodging 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 31°F.