Find Hotels with a Pool in Streeterville, IL

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Check availability on Streeterville Hotels with a Pool

Our top choices for Streeterville hotels with a pool

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, (2,243 reviews)
"Great hotel "
United States
Jeffrey
The price is NT$2,691
NT$3,159 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree by Hilton Chicago - Magnificent Mile
View from room

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,726 reviews)
"Great stay!!!"
United States
Lorenzo Martrel
The price is NT$2,536
NT$2,977 total
includes taxes & fees
Jan 25 - Jan 26
Hilton Chicago/Magnificent Mile Suites
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, (3,045 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is NT$2,387
NT$2,802 total
includes taxes & fees
Jan 25 - Jan 26
Aloft 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, (1,068 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is NT$3,093
NT$4,557 total
includes taxes & fees
Jan 25 - Jan 26
Hyatt Centric Chicago Magnificent Mile
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, (1,662 reviews)
"Would definitely stay again…location was perfect "
United States
Ashley
The price is NT$3,194
NT$3,749 total
includes taxes & fees
Feb 5 - Feb 6
Courtyard by Marriott Chicago Magnificent Mile
Indoor pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,611 reviews)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is NT$3,440
NT$4,038 total
includes taxes & fees
Jan 19 - Jan 20
The Wade
Seasonal outdoor pool, sun loungers

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (337 reviews)
"Had an amazing stay. Just note, you need to ask for the room cleaning service, and its not for everyday. Overall really loved the place and hope to come back!"
United States
Mariana
The price is NT$4,338
NT$5,092 total
includes taxes & fees
Feb 11 - Feb 12
Hilton Grand Vacations Club Chicago Magnificent 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
8.2 out of 10, Very Good, (2,790 reviews)
"Great hotel staff and location. "
United States
Jacqueline
The price is NT$3,365
NT$4,877 total
includes taxes & fees
Jan 25 - Jan 26
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Fitness facility

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,583 reviews)
"Clean room, pleasant staff, breakfast was good but expensive "
United States
Jacob
The price is NT$5,333
NT$7,372 total
includes taxes & fees
Jan 25 - Jan 26
Sheraton Grand Chicago Riverwalk
Indoor pool

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Loved the location!"
United States
Mark
The price is NT$14,990
NT$17,596 total
includes taxes & fees
Feb 1 - Feb 2
The Peninsula 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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Choose what matters most at hotels with a pool in Streeterville

Breakfast included
4 stars

Top Streeterville Hotel Reviews

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent
"Loved our stay here. We were pretty much in walking distance of all the good tourist sights and there was so much around that was convenient. "
Itzel Jazmin 4-night trip
Posted 1 day ago
DoubleTree by Hilton Chicago - Magnificent Mile

Frequently asked questions

What's it like visiting Streeterville?
If laying by the pool is your idea of the perfect getaway, you may want to consider lively Streeterville, which offers 11 places to stay with pools. While you're here, you can explore sights such as Michigan Avenue and Wrigley Field, and then relax poolside at one of the accommodations in Streeterville that guests like for their pools.
What are some hotels with pools in Streeterville?
Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Ritz-Carlton, Chicago: Hotel, 2-minute walk from Michigan Avenue. Offers a full-service spa, a pool, and Smart TVs.
How many pool hotels will I find in Streeterville?
Expedia has 11 hotels in Streeterville for your poolside break.
What is there to see and do in Streeterville?
Explore places like Michigan Avenue, Navy Pier, and Lake Michigan while you're in Streeterville. Make a point to visit attractions like Ohio Street Beach and Chicago Children's Museum. Streeterville appeals to visitors with its beautiful lakeside setting, major shopping area, and array of dining options.
When is the best time to book a hotel with a pool in Streeterville?
You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering 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 31°F.

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