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

Tonight
1 Jan - 2 Jan
Tomorrow
2 Jan - 3 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Countryside hotels with a pool

Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1558)
"Great staff and great location. "
United States
Joe
The price is AED 340
AED 399 total
includes taxes & fees
9 Jan - 10 Jan
The Wade
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, (3542)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is AED 422
AED 496 total
includes taxes & fees
15 Jan - 16 Jan
voco Chicago Downtown - Riverwalk by IHG
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, (2209)
"It was a beautiful stay "
United States
Donald
The price is AED 313
AED 368 total
includes taxes & fees
7 Jan - 8 Jan
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2994)
"Great place to stay"
United States
Elisha
The price is AED 338
AED 397 total
includes taxes & fees
18 Jan - 19 Jan
Aloft Chicago Mag Mile
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, (1054)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is AED 360
AED 530 total
includes taxes & fees
11 Jan - 12 Jan
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, (2783)
"Great hotel staff and location. "
United States
Jacqueline
The price is AED 308
AED 469 total
includes taxes & fees
11 Jan - 12 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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, (2356)
"Great staff and location"
United States
Alison
The price is AED 407
AED 596 total
includes taxes & fees
7 Jan - 8 Jan
The Royal Sonesta Chicago River North
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, (1788)
"Amazing room and great atmosphere when I was in the hotel for my vacation!"
United States
Zakariya
The price is AED 277
AED 325 total
includes taxes & fees
12 Jan - 13 Jan
Hilton Garden Inn Chicago Downtown South Loop
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
8.6 out of 10, Excellent, (4300)
"Amazing staff and perfect location "
United States
Brandi
The price is AED 285
AED 334 total
includes taxes & fees
12 Jan - 13 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1642)
"Would definitely stay again…location was perfect "
United States
Ashley
The price is AED 359
AED 421 total
includes taxes & fees
5 Jan - 6 Jan
Courtyard by Marriott Chicago Magnificent Mile
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

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Staff are really nice and responsible for all the things, clean and big room"
Sumin 3-night trip
Posted 23 hours ago
Hyatt Regency Chicago

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Countryside?
Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Offers a full-service spa, an indoor pool, and a 24-hour fitness center. Palmer House a Hilton Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club. Silversmith Hotel Chicago Downtown: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Club Quarters Hotel Wacker at Michigan, Chicago: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Hilton Chicago: Hotel, 13-minute walk from Chicago Riverwalk. Offers 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 Oak Street Beach and Ohio 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.