Book the Best Hotels with POOL in Countryside in 2026

Q: What are some accommodations with pools in Countryside?

Hyatt Regency O'Hare Chicago : Hotel steps from 875 North Michigan Avenue. Provides flat-screen televisions and an indoor pool. The Chicago Hotel Collection Ambassador Gold Coast : Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hilton Chicago O'Hare Airport : Hotel, 10-minute walk from University of Illinois Chicago. Provides a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access.

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Our top choices for Countryside hotels with a pool

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

Crowne Plaza Chicago SW - Burr Ridge by IHG

Burr Ridge

Revitalizing indoor pool with loungers offers a warm sanctuary for families, just moments from Chicago's vibrant downtown scene.

CA $170 total

includes taxes & fees

Aug 16 - Aug 17

Chicago Club Inn & Suites

Westmont

Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.

CA $106 total

includes taxes & fees

Aug 16 - Aug 17

Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hampton Inn & Suites Bridgeview Chicago

Summit

Soak in tranquility at this modern Chicago hotel with an inviting indoor pool, loungers, and 24-hour fitness centre nearby.

CA $220 total

includes taxes & fees

Aug 17 - Aug 18

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Oak Brook

Dive into a poolside oasis with year-round swimming at this upscale golf resort.

CA $226 total

includes taxes & fees

Aug 2 - Aug 3

Rodeway Inn Lyons - La Grange

Lyons

Swim year-round in a tranquil indoor pool at this convenient train station motel.

CA $149 total

includes taxes & fees

Aug 11 - Aug 12

Embassy Suites by Hilton Chicago Lombard Oak Brook

Lombard

Splash into serenity at this hotel's indoor sanctuary pool, perfect for all-season swimming enjoyment.

CA $173 total

includes taxes & fees

Aug 10 - Aug 11

Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294

Elmhurst

Splash into a relaxing getaway at this Chicago-area hotel with an indoor pool and terrace.

CA $141 total

includes taxes & fees

Aug 10 - Aug 11

Holiday Inn Chicago Oakbrook by IHG

Oakbrook Terrace

Splash into year-round fun with an indoor pool that's perfect for both business and leisure travellers.

CA $156 total

includes taxes & fees

Aug 6 - Aug 7

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Choose what matters most at hotels with a pool in Countryside

Breakfast included

Hot tub

Top Countryside Hotel Reviews

Hyatt Regency Chicago

8/10 Good

"The hotel is beautiful, the staff very friendly and very helpful. Our only issue Major problems with the elevators!!!"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"This was a great place to stay for a quick weekend trip. This was convenient to get to off the interstate and was so convenient to walk to all the shops along magnificent mile. Raymond was such a bright welcoming and the two valet drivers were great as well. They even let me keep my vehicle parked later than check out so we could explore some more of the city before we left town. I would stay here again. I wish we could have made it up to the rooftop bar but timing wasn’t our friend. Rooms were slightly outdated and I’ve stayed at places with softer sheets but I’m easy to please!"

Frequently asked questions

What are some accommodations with pools in Countryside?

Hyatt Regency O'Hare Chicago: Hotel steps from 875 North Michigan Avenue. Provides flat-screen televisions and an indoor pool. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hilton Chicago O'Hare Airport: Hotel, 10-minute walk from University of Illinois Chicago. Provides a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access.

What is there to see and do in Countryside?

Explore places like United Center, Soldier Field, and Michigan Avenue while you're in the area. Enjoy a stroll along the shore at Centennial Beach and 63rd 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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Our top choices for Countryside hotels with a pool