Top 10 Hotels with Pool & Accommodation in Hillside from AU$181

Q: What are some accommodation options with pools in Hillside?

Congress Plaza Hotel : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a sauna. The Chicago Hotel Collection - Magnificent Mile : Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. Hyatt Regency O'Hare Chicago : Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool and a sauna. Hilton Chicago O'Hare Airport : Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool and a snack bar/deli.

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Our top choices for Hillside hotels with a pool

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Hillside

Splash into comfort at this O'Hare-area hotel with an indoor pool, perfect for all-season swims after airport arrivals.

includes taxes & fees

12 July - 13 July

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

includes taxes & fees

1 July - 2 July

Outdoor pool, 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.

includes taxes & fees

7 July - 8 July

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

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

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

includes taxes & fees

28 June - 29 June

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

includes taxes & fees

2 July - 3 July

The Wade

Downtown Chicago

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

includes taxes & fees

1 July - 2 July

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

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

includes taxes & fees

1 July - 2 July

The Royal Sonesta Chicago River North

Downtown Chicago

Stylish indoor pool retreat in city centre Chicago makes luxury laps a breeze after sightseeing.

includes taxes & fees

5 July - 6 July

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Choose what matters most at hotels with a pool in Hillside

Breakfast included

Spa pool

Top Hillside Hotel Reviews

Congress Plaza Hotel

10/10 Excellent

"It's a very unique and different hotel, however, it's in a historic building, so you will learn to understand it's uniqueness."

Crowne Plaza Chicago West Loop by IHG

6/10 Okay

"Received a message from the hotel in advance that, among other details, parking is available in the garage across the courtyard. Arrived, pulled into garage and into a hotel designated spot in the garage. But at check-in was told all hotel spots were reserved, no more were available, and I needed to move my vehicle. There was no such detail in the advance information -- and it seems pretty important. Also, there was no way to lock/secure the bathroom door."

Frequently asked questions

What are some accommodation options with pools in Hillside?

Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a sauna. The Chicago Hotel Collection - Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. Hyatt Regency O'Hare Chicago: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool and a sauna. Hilton Chicago O'Hare Airport: Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool and a snack bar/deli.

What is there to see and do in Hillside?

Explore places such as Wrigley Field, Michigan Avenue and Soldier Field while you're in the area. Take a walk along the waterfront at North Avenue Beach and Oak Street Beach. Travellers love Hillside for its array of dining options.

When is the best time to book a hotel with a pool in Hillside?

You may want to consider a place to stay with an outdoor swimming pool if you'll be visiting Hillside in the hottest months of July, August or June, when the average temperature is 22°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.

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