Find Hotels with a Pool in Winnetka, IL

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Top Winnetka Hotels with a Pool

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (268)
"Great place. Good stay for family vacation to Chicago"
$198 nightly
The price is $232
Sep 3 - Sep 4
Total includes taxes and fees
Level Chicago Fulton Market

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1030)
"Great location "
$127 nightly
The price is $149
Aug 24 - Aug 25
Total includes taxes and fees
Best Western River North Hotel

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Great place abd staff!"
$229 nightly
The price is $269
Sep 1 - Sep 2
Total includes taxes and fees
The Hoxton Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1991)
"Pool area and deck were great for the family, beds were comfortable, location is great."
$151 nightly
The price is $177
Aug 24 - Aug 25
Total includes taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (1617)
"Would definitely book a stay again."
$118 nightly
The price is $139
Sep 2 - Sep 3
Total includes taxes and fees
Hilton Garden Inn Chicago Downtown South Loop

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (338)
"A lot of good food options walkable distance. "
$218 nightly
The price is $255
Sep 2 - Sep 3
Total includes taxes and fees
Level Chicago – Old Town

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3703)
"Our stay was wonderful."
$152 nightly
The price is $179
Aug 25 - Aug 26
Total includes taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1021)
"Best place we have stayed in Chicago in a long time. "
$184 nightly
The price is $216
Aug 24 - Aug 25
Total includes taxes and fees
Hyatt Centric Chicago Magnificent Mile

Hampton Inn Chicago West Loop Fulton Market Area

2.5 star property
9.0 out of 10, Wonderful, (1002)
"We had a great stay!"
$144 nightly
The price is $169
Sep 1 - Sep 2
Total includes taxes and fees
Hampton Inn Chicago West Loop Fulton Market Area

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1859)
"Helpful staff, beautiful hotel in a great location!"
$198 nightly
The price is $229
Sep 4 - Sep 5
Total includes taxes and fees
Palmer House a Hilton Hotel
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.

Top Winnetka Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Winnetka?
Congress Plaza Hotel: Hotel steps from State Street. Offers 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. Provides complimentary wired internet access, an indoor pool, and LCD televisions. Hilton Garden Inn Chicago Downtown/Magnificent Mile: 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, 8-minute walk from Lake Michigan. Offers a 24-hour fitness center, an indoor pool, and flat-screen televisions. CitizenM Chicago Downtown: Hotel steps from Michigan Avenue. Provides 2 restaurants, an indoor pool, and a steam room.
What is there to see and do in Winnetka?
Explore places like Lake Michigan while you're in Winnetka. Make a point to visit attractions like Chocolate Box.
When is the best time to book a hotel with a pool in Winnetka?
You may want to consider an accommodation that offers an outdoor pool if you will be visiting Winnetka in the hottest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temp is 30°F.
What's the best way to travel around Winnetka?
Knowing the transportation options in Winnetka can help you enjoy the area beyond your hotel pool. To see more of the surrounding area, hop aboard a train at Winnetka Station or Winnetka Indian Hill Station. Winnetka may not have many public transit choices so consider renting a car to explore more.