Photo by Monica Ferro

Find Hotels with a Pool in Countryside, IL

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Countryside Hotels with a Pool

Top Countryside Hotels with a Pool

1 bedroom, premium bedding, down comforters, pillowtop beds
The Wade
The Wade
4.5 star property
8.4 out of 10, Very Good, (1378)
"Great place to stay"
United States
Adam
The price is NT$4,139
NT$4,859 total
includes taxes & fees
Nov 18 - Nov 19
The Wade
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very Good, (4115)
"This hotel had a great location to shopping and several enjoyable restaurants."
United States
laura
The price is NT$3,590
NT$4,214 total
includes taxes & fees
Nov 11 - Nov 12
Hilton Garden Inn Chicago Downtown/Magnificent 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
3.5 star property
8.8 out of 10, Excellent, (3243)
"Great stay "
United States
shanae
The price is NT$5,396
NT$6,334 total
includes taxes & fees
Nov 9 - Nov 10
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1001)
"Great stay"
Australia
Bart
The price is NT$3,096
NT$3,634 total
includes taxes & fees
Nov 10 - Nov 11
Best Western River North Hotel
Pool
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
8.8 out of 10, Excellent, (1706)
"Excellent hotel in a wonderful location of Chicago!"
United States
Amy
The price is NT$3,226
NT$3,787 total
includes taxes & fees
Nov 10 - Nov 11
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2862)
"Had a great stay!"
United States
Josh
The price is NT$3,771
NT$4,427 total
includes taxes & fees
Nov 9 - Nov 10
Aloft Chicago Mag Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.6 out of 10, Excellent, (5132)
"Great place, good breakfast and the location "
United States
NATIA
The price is NT$4,397
NT$5,161 total
includes taxes & fees
Nov 16 - Nov 17
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool
The Royal Sonesta Chicago River North
The Royal Sonesta Chicago River North
4.5 star property
9.2 out of 10, Wonderful, (2215)
"Great stay. Great location."
United States
William
The price is NT$5,642
NT$7,604 total
includes taxes & fees
Nov 4 - Nov 5
The Royal Sonesta Chicago River North
Indoor pool
Loews Chicago Hotel
Loews Chicago Hotel
4.5 star property
9.4 out of 10, Exceptional, (1575)
"Great stay, comfy beds!"
United States
Brea
The price is NT$6,397
NT$8,480 total
includes taxes & fees
Oct 29 - Oct 30
Loews Chicago Hotel
Indoor pool
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
8.4 out of 10, Very Good, (2030)
"Great place to stay."
United States
Ron
The price is NT$5,307
NT$6,995 total
includes taxes & fees
Nov 16 - Nov 17
Palmer House a Hilton Hotel
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.
View all properties

Top Countryside Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"And everything about my stay!! "
Sharonda 2-night trip
Posted 1 day ago
InterContinental Chicago Magnificent Mile by IHG

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Countryside?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Freehand Chicago: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hilton Chicago/Magnificent Mile Suites: Hotel, 4-minute walk from Michigan Avenue. Features complimentary wired internet access, an indoor pool, and LCD televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access. InterContinental Chicago Magnificent Mile by IHG: Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in Countryside?
Explore places like Michigan Avenue, Navy Pier, and Wrigley Field 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.