Find Hotels with a Pool in Crestwood, IL

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Crestwood Hotels with a Pool

Tonight
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 26 - Sep 28
In two weeks
Oct 3 - Oct 5

Top Crestwood Hotels with a Pool

Our top choices for Crestwood hotels with a pool

Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1033)
"It was a great stay"
The price is NT$4,236
NT$4,973 total
includes taxes & fees
Sep 22 - Sep 23
Best Western River North Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2053)
"We had a great stay, we will be visiting again"
The price is NT$5,533
NT$6,495 total
includes taxes & fees
Oct 1 - Oct 2
DoubleTree by Hilton Chicago - Magnificent Mile
Aloft Chicago Mag Mile
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2838)
"Great place to stay!"
The price is NT$4,742
NT$5,566 total
includes taxes & fees
Oct 5 - Oct 6
Aloft Chicago Mag Mile
Holiday Inn Express Crestwood by IHG
Indoor pool

Holiday Inn Express Crestwood by IHG

2.5 star property
7.8 out of 10, Good, (1005)
"Friendly staff"
The price is NT$3,324
NT$3,722 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn Express Crestwood by IHG
Homewood Suites by Hilton Chicago Downtown South Loop
Pool

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (2054)
"Very good location to many attraction places with just walk distance."
The price is NT$5,216
NT$6,123 total
includes taxes & fees
Oct 2 - Oct 3
Homewood Suites by Hilton Chicago Downtown South Loop
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.6 out of 10, Excellent, (4960)
"Really enjoyed our stay!!"
The price is NT$5,280
NT$6,198 total
includes taxes & fees
Sep 22 - Sep 23
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2726)
"Great location, good breakfast, and friendly staff!! "
The price is NT$5,890
NT$7,801 total
includes taxes & fees
Sep 22 - Sep 23
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Sheraton Grand Chicago Riverwalk
Fitness facility

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very Good, (1492)
"Excellent location, I would choose Sheraton again "
The price is NT$7,521
NT$9,734 total
includes taxes & fees
Sep 26 - Sep 27
Sheraton Grand Chicago Riverwalk
Level Chicago – Old Town
Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (355)
"Real nice place 5 stars ill be back."
Level Chicago – Old Town
Hyatt Centric Chicago Magnificent Mile
Indoor pool

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1037)
"Great place to stay"
The price is NT$6,131
NT$8,084 total
includes taxes & fees
Oct 1 - Oct 2
Hyatt Centric 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.
View all properties

Top Crestwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Great location, close to different restaurants and coffee shops. Sadly the pool was closed when I was there but it looked like the property was very well maintained. Staff was so nice upon check in. Our room was nice and comfortable! Enjoyed my stay and will be back!!"
Eliana 3-night trip
Posted 23 hours ago
Hilton Chicago/Magnificent Mile Suites

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Crestwood?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers complimentary wired internet access, an indoor pool, and LCD televisions. Freehand Chicago: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a steam room. CitizenM Chicago Downtown: Hotel, 8-minute walk from Lake Michigan. Offers a 24-hour fitness center, an indoor pool, and flat-screen televisions. Hilton Garden Inn Chicago Downtown/Magnificent Mile: 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 Crestwood?
Explore places like Soldier Field while you're in the area. Make a point to visit attractions like Hollywood Park. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Crestwood?
You may want to consider an accommodation that has an outdoor pool if you will be visiting Crestwood in the warmest months of July, August, or June when the average temp 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.