Find Hotels with a Pool in Oak Park, IL

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Check availability on Oak Park Hotels with a Pool

Our top choices for Oak Park hotels with a pool

Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3462)
"Amazing stay, beautiful view!"
United States
Joshua
The price is AED 422
AED 496 total
includes taxes & fees
29 Dec - 30 Dec
voco Chicago Downtown - Riverwalk by IHG
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2961)
"Great location and great staff!!"
United States
lynne
The price is AED 290
AED 341 total
includes taxes & fees
14 Jan - 15 January 2026
Aloft Chicago Mag Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1756)
"Clean and staff was courteous. "
United States
HANNAH
The price is AED 262
AED 307 total
includes taxes & fees
5 Jan - 6 January 2026
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1052)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is AED 360
AED 530 total
includes taxes & fees
2 Jan - 3 January 2026
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2742)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is AED 282
AED 439 total
includes taxes & fees
11 Jan - 12 January 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2128)
"Loved and enjoyed our stay"
United States
Luis
The price is AED 407
AED 569 total
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2315)
"Wonderful customer service, great location! "
United States
Michelle
The price is AED 408
AED 596 total
includes taxes & fees
4 Jan - 5 January 2026
The Royal Sonesta Chicago River North
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2190)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
The price is AED 328
AED 385 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4242)
"Clean room, very friendly staff and great location "
United States
Marcia
The price is AED 300
AED 352 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2036)
"room was good,location was perfect!"
United States
Kyan
The price is AED 382
AED 448 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oak Park Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Spacious rooms , free drinks and great breakfast "
Ebony 3-night trip
Posted 10 hours ago
Embassy Suites by Hilton Chicago Downtown River North

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Frequently asked questions

What are some accommodations with pools in Oak Park?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Silversmith Hotel Chicago Downtown: Hotel, 2-minute walk from State Street. Features a snack bar/deli, a pool, and buffet. Palmer House a Hilton Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club. Eurostars Magnificent Mile: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in Oak Park?
Explore places like Wrigley Field, Michigan Avenue, and United Center while you're in the area. Take in the natural beauty with a stop at Oak Park Conservatory. Oak Park appeals to visitors with its array of dining options and major shopping area.
When is the best time to book a hotel with a pool in Oak Park?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Oak Park in the hottest months of July, August, or June when the average temp is 71°F. Lodging offering 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 temperature is 31°F.
What's the best way to travel around Oak Park?
Knowing the transportation options in Oak Park can help you enjoy the area beyond your hotel pool. You can take advantage of metro transit at Ridgeland Station (Green Line), Oak Park Station (Green Line), and Oak Park Station (Blue Line). To see more of the larger area, ride aboard one of the trains from Oak Park Station.