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Find hotels with pools in Near East Side, Chicago from $84

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Check availability on Near East Side Hotels with a Pool

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Dec 7 - Dec 8
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Dec 8 - Dec 9
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Top Near East Side Hotels with a Pool

Indoor pool, seasonal outdoor pool, free cabanas, sun loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1785)
"Friendly staff and good location to all of the city"
United States
Mark
$162 nightly
The price is $190
Dec 21 - Dec 22
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago
Indoor pool
The St. Regis Chicago

The St. Regis Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (83)
"Nice place "
United States
John
$446 nightly
The price is $524
Dec 21 - Dec 22
Total with taxes and fees
The St. Regis Chicago
Pool
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, (1741)
"Staff was courteous, room was clean, convenient location for us. Price was good as well."
United States
Jamie
$71 nightly
The price is $84
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3441)
"Great hotel"
United States
Clara
$116 nightly
The price is $136
Dec 21 - Dec 22
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2954)
"Great location and great staff!!"
United States
lynne
$84 nightly
The price is $99
Dec 11 - Dec 12
Total with taxes and fees
Aloft Chicago Mag Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2747)
"Great food clean room friendly staff"
United States
MARINA
$108 nightly
The price is $127
Jan 6 - Jan 7, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent 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, (1047)
"Great Hotel!"
United States
Wendy
$123 nightly
The price is $144
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
Outdoor 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, (2181)
"Nice Hotel"
United States
Alan
$89 nightly
The price is $105
Dec 16 - Dec 17
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2032)
"Great hotel."
United States
Mario
$98 nightly
The price is $115
Dec 22 - Dec 23
Total with taxes and fees
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1508)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
$101 nightly
The price is $119
Dec 14 - Dec 15
Total with taxes and fees
The Wade
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 Near East Side Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Phenomenal view and great meal at Stetsons"
Kent 1-night trip
Posted 3 hours ago
Hyatt Regency Chicago

Frequently asked questions

What are some accommodations with pools in Near East Side?
Swissotel - Chicago: Hotel, 5-minute walk from Michigan Avenue. Offers a seasonal outdoor pool, an indoor pool, and a 24-hour fitness center. Radisson Blu Aqua Hotel Chicago: Hotel steps from State Street. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Palmer House a Hilton Hotel: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hilton Chicago/Magnificent Mile Suites: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club.
What is there to see and do in Near East Side?
While you're in the area, consider exploring places like Michigan Avenue, Wrigley Field, and Navy Pier. Make a point to visit attractions like Ohio Street Beach and Chicago Children's Museum. Near East Side appeals to visitors with its beautiful river views and array of dining options.
When is the best time to book a hotel with a pool in Near East Side?
You may want to consider an accommodation with an outdoor swimming pool if you'll be visiting in the warmest months of July, August, or June when the average temp is 70°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 31°F.

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