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Hillside Hotels with Swimming Pool

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Check availability on Hillside Hotels with Swimming Pools

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Hillside hotels with a pool

Indoor pool

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

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
2.5 star property
Hillside
7.2 out of 10, Good, (1,002 reviews)
  • cleanliness
    Splash into comfort at this O'Hare-area hotel with an indoor pool, perfect for all-season swims after airport arrivals.
The price is RM499
RM559 total
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Indoor pool

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,483 reviews)
The price is RM771
RM917 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Chicago/Magnificent Mile Suites
Indoor pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,880 reviews)
  • cleanliness
    Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
The price is RM690
RM820 total
includes taxes & fees
6 Jul - 7 Jul
The Wade
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,298 reviews)
  • cleanliness
    Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is RM571
RM679 total
includes taxes & fees
5 Jul - 6 Jul
Aloft by Marriott Chicago Mag Mile
Indoor pool

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,108 reviews)
  • cleanliness
    Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.
The price is RM716
RM973 total
includes taxes & fees
19 Jul - 20 Jul
Hyatt Centric Chicago Magnificent Mile
Indoor pool

Best Western River North Hotel

Best Western River North Hotel
2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1,140 reviews)
  • cleanliness
    Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness centre.
The price is RM552
RM656 total
includes taxes & fees
7 Jul - 8 Jul
Best Western River North Hotel
Indoor pool

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,944 reviews)
The price is RM694
RM825 total
includes taxes & fees
5 Jul - 6 Jul
Courtyard by Marriott Chicago Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,509 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is RM674
RM802 total
includes taxes & fees
5 Jul - 6 Jul
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool

JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.
The price is RM1,220
RM1,596 total
includes taxes & fees
5 Jul - 6 Jul
JW Marriott Chicago
Indoor pool

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,226 reviews)
The price is RM812
RM965 total
includes taxes & fees
5 Jul - 6 Jul
Homewood Suites by Hilton Chicago-Downtown
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.
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Choose what matters most at hotels with a pool in Hillside

Breakfast included
Hot tub

Top Hillside Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Excellent"
Caitlyn 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

What are some accommodation options with pools in Hillside?
Congress Plaza Hotel: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Features a full-service spa, an indoor pool and a 24-hour fitness centre. The Chicago Hotel Collection - Magnificent Mile: Hotel steps from Michigan Avenue. Provides 2 restaurants, an indoor pool and a sauna.
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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