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Find Hotels with a Pool in Hillside, IL

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Check availability on Hillside Hotels with a Pool

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

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

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
2.5 star property
Hillside
7.0 out of 10, Good, (1003)
"Nice place to stay"
United States
Roque
$93 nightly
The price is $104
Jan 2 - Jan 3, 2026
Total with taxes and fees
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
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, (2975)
"Great place to stay"
United States
Elisha
$86 nightly
The price is $101
Jan 22 - Jan 23, 2026
Total with taxes and fees
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, (1059)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
$123 nightly
The price is $144
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
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, (3507)
"Great room, wonderful staff, great location! We will definitely stay again!! "
United States
Cori A
$102 nightly
The price is $120
Dec 25 - Dec 26
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG
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, (2758)
"Excellent place to stay "
United States
Teniesha
$110 nightly
The price is $130
Jan 6 - Jan 7, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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, (1775)
"Great place to stay! Near all the sites to see!"
United States
Rafael
$73 nightly
The price is $86
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop
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, (2205)
"Very friendly staff, clean rooms, the location is amazing and near of everything "
United States
Sarwat
$89 nightly
The price is $105
Jan 4 - Jan 5, 2026
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1535)
"Great staff and great location. "
United States
Joe
$101 nightly
The price is $119
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Wade
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, (2327)
"The room was beautiful ❤️❤️ I enjoyed the hot tub and the views !! "
United States
Mary
$138 nightly
The price is $162
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Royal Sonesta Chicago River North
Indoor pool
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2413)
"The room was clean and the staff was outstanding. "
United States
Albert
$139 nightly
The price is $163
Dec 29 - Dec 30
Total with taxes and fees
Hilton Chicago
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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Top Hillside Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Staff very friendly"
Kara 1-night trip
Posted 10 hours ago
Hilton Chicago

Frequently asked questions

What are some accommodations with pools in Hillside?
Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. 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, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Palmer House a Hilton Hotel: Hotel, 2-minute walk from State Street. Provides a snack bar/deli, a pool, and buffet. Embassy Suites by Hilton Chicago Downtown River North: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in Hillside?
Explore places like Wrigley Field, Michigan Avenue, and United Center while you're in the area. Take a walk along the waterfront at North Avenue Beach and Oak Street Beach. Travelers 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 that offers an outdoor pool if you will be visiting Hillside in the hottest months of July, August, or June when the average temperature is 71°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 30°F.

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