Find Hotels with a Pool in Galewood, IL

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Check availability on Galewood Hotels with a Pool

Our top choices for Galewood hotels with a pool

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, (1054)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is NT$3,074
NT$4,529 total
includes taxes & fees
Jan 2 - 2026/1/3
Hyatt Centric Chicago Magnificent Mile
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, (2967)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is NT$2,384
NT$2,798 total
includes taxes & fees
Dec 21 - Dec 22
Aloft Chicago Mag 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, (3480)
"Very helpful staff, clean rooms and really great breakfast buffet. "
United States
Katherine
The price is NT$3,622
NT$4,252 total
includes taxes & fees
Dec 28 - Dec 29
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
8.4 out of 10, Very Good, (2750)
"Excellent place to stay "
United States
Teniesha
The price is NT$2,366
NT$3,698 total
includes taxes & fees
Jan 11 - 2026/1/12
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, (1763)
"Great check in and responsive front desk staff. Housekeeping staff did a great job during our visit! "
United States
Steven
The price is NT$2,233
NT$2,621 total
includes taxes & fees
Jan 5 - 2026/1/6
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, (2200)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
The price is NT$2,803
NT$3,291 total
includes taxes & fees
Dec 22 - Dec 23
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2322)
"The room was beautiful ❤️❤️ I enjoyed the hot tub and the views !! "
United States
Mary
The price is NT$3,482
NT$5,091 total
includes taxes & fees
Jan 4 - 2026/1/5
The Royal Sonesta Chicago River North
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG

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, (2043)
"room was good,location was perfect!"
United States
Kyan
The price is NT$3,356
NT$3,940 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1524)
"Great staff and great location. "
United States
Joe
The price is NT$3,168
NT$3,719 total
includes taxes & fees
Dec 21 - Dec 22
The Wade
Indoor pool
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1603)
"Great stay!!"
United States
Adrian
The price is NT$3,066
NT$3,599 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Chicago Magnificent Mile
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 Galewood Hotel Reviews

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

10/10 Excellent
"Great friendy staff, Smooth Check-in Check-out Process and the view from the room was just stunning. "
Sneha 2-night trip
Posted 3 hours ago
Club Quarters Hotel Wacker at Michigan, Chicago

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Frequently asked questions

What are some accommodations with pools in Galewood?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, 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 center. Silversmith Hotel Chicago Downtown: Hotel, 2-minute walk from State Street. Features a snack bar/deli, a pool, and buffet. Palmer House a Hilton Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club. Eurostars Magnificent Mile: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in Galewood?
While you're in the area, consider exploring places like Wrigley Field, Michigan Avenue, and United Center. The picturesque setting of Millennium Park and Portage Park showcase the area's natural beauty.
When is the best time to book a hotel with a pool in Galewood?
You may want to consider an accommodation that has an outdoor pool if you'll be visiting in the hottest months of July, August, or June when the average temperature is 71°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 31°F.