Find Hotels with a Pool in Countryside, IL

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Check availability on Countryside Hotels with a Pool

Our top choices for Countryside hotels with a pool

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, (2949)
"Great location and great staff!!"
United States
lynne
The price is NT$2,401
NT$2,819 total
includes taxes & fees
Dec 16 - Dec 17
Aloft Chicago Mag Mile
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, (3455)
"Great value and location"
United States
Kelly
The price is NT$3,288
NT$3,860 total
includes taxes & fees
Dec 14 - Dec 15
voco Chicago Downtown - Riverwalk by IHG
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, (1749)
"Clean and staff was courteous. "
United States
HANNAH
The price is NT$2,220
NT$2,606 total
includes taxes & fees
Jan 7 - 2026/1/8
Hilton Garden Inn Chicago Downtown South Loop
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, (2180)
"Nice Hotel"
United States
Alan
The price is NT$2,787
NT$3,272 total
includes taxes & fees
Dec 24 - Dec 25
DoubleTree by Hilton 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
8.4 out of 10, Very Good, (2739)
"Great food clean room friendly staff"
United States
MARINA
The price is NT$2,446
NT$3,787 total
includes taxes & fees
Dec 23 - Dec 24
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, (2135)
"Loved and enjoyed our stay"
United States
Luis
The price is NT$3,452
NT$4,832 total
includes taxes & fees
Dec 24 - Dec 25
Palmer House a Hilton Hotel
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, (1045)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is NT$3,048
NT$4,493 total
includes taxes & fees
Jan 6 - 2026/1/7
Hyatt Centric Chicago 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, (2033)
"room was good,location was perfect!"
United States
Kyan
The price is NT$3,056
NT$3,587 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Chicago Dwtn - The Mart by IHG
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, (4233)
"Clean room, very friendly staff and great location "
United States
Marcia
The price is NT$2,620
NT$3,076 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1510)
"Everything was really wonderful.. would stay again for sure!! "
United States
Alexa
The price is NT$3,149
NT$3,697 total
includes taxes & fees
Dec 16 - Dec 17
The Wade
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 Countryside Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Beautiful hotel with excellent service"
Tina 1-night trip
Posted 6 hours ago
Palmer House a Hilton Hotel

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Frequently asked questions

What are some accommodations with pools in Countryside?
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 Countryside?
Explore places like Michigan Avenue, Wrigley Field, and United Center while you're in the area. Enjoy a stroll along the shore at Centennial Beach and Oak Street Beach. Travelers love Countryside for its array of dining options.
When is the best time to book a hotel with a pool in Countryside?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Countryside 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 temperature is 31°F.