Hotels With Pool & Rural Retreats in the Countryside

Q: What are some accommodations with pools in Countryside?

Congress Plaza Hotel : Hotel, 4-minute walk from State Street. Provides 2 restaurants, an indoor pool, and a health club. Hotel Riu Plaza Chicago : Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Hilton Chicago : Hotel steps from 875 North Michigan Avenue. Features flat-screen televisions and an indoor pool. 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. Hilton Chicago O'Hare Airport : Hotel, 5-minute walk from Michigan Avenue. Provides a rooftop terrace, a seasonal outdoor pool, and LED televisions.

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Our top choices for Countryside hotels with a pool

The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

$99 nightly

Mar 1 - Mar 2

Total with taxes and fees

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

Aloft Chicago Mag Mile

Downtown Chicago

Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

$86 nightly

Mar 5 - Mar 6

Total with taxes and fees

Palmer House a Hilton Hotel

Downtown Chicago

Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.

$176 nightly

Mar 6 - Mar 7

Total with taxes and fees

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.

$96 nightly

Mar 1 - Mar 2

Total with taxes and fees

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

$98 nightly

Mar 3 - Mar 4

Total with taxes and fees

Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.

$103 nightly

Mar 3 - Mar 4

Total with taxes and fees

Indoor pool, outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Eaglewood Resort and Spa

Itasca

Aquatic elegance meets relaxation at this resort's indoor pool sanctuary, featuring plush sun loungers and protective umbrellas.

$125 nightly

Feb 26 - Feb 27

Total with taxes and fees

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.

$182 nightly

Feb 28 - Mar 1

Total with taxes and fees

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Breakfast included

Hot tub

Top Countryside Hotel Reviews

theWit Chicago, a Hilton Hotel

10/10 Excellent

"Yes "

Frequently asked questions

What are some accommodations with pools in Countryside?

Congress Plaza Hotel: Hotel, 4-minute walk from State Street. Provides 2 restaurants, an indoor pool, and a health club. Hotel Riu Plaza Chicago: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Hilton Chicago: Hotel steps from 875 North Michigan Avenue. Features flat-screen televisions and an indoor pool. 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. Hilton Chicago O'Hare Airport: Hotel, 5-minute walk from Michigan Avenue. Provides a rooftop terrace, a seasonal outdoor pool, and LED televisions.

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.

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