Find Hotels with a Pool in Winnetka, IL

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Top Winnetka Hotels with a Pool

The Hoxton Chicago
Seasonal outdoor pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Beautiful hotel in a great location "
$219 nightly
The price is $257
Oct 19 - Oct 20
Total with taxes and fees
The Hoxton Chicago
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (312)
"Great place will return "
$231 nightly
The price is $271
Nov 2 - Nov 3
Total with taxes and fees
Level Chicago Fulton Market
Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1017)
"Great stay"
$127 nightly
The price is $149
Nov 2 - Nov 3
Total with taxes and fees
Best Western River North Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2076)
"Great hotel"
$159 nightly
The price is $187
Nov 2 - Nov 3
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1996)
"Great property with great staff and amenities. "
$198 nightly
The price is $229
Oct 30 - Oct 31
Total with taxes and fees
Palmer House a Hilton Hotel
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, (361)
"Great place to stay. Loved it!"
$201 nightly
The price is $236
Nov 4 - Nov 5
Total with taxes and fees
Level Chicago – Old Town
Hilton Grand Vacations Club Chicago Magnificent Mile
Seasonal outdoor pool, sun loungers

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
9.2 out of 10, Wonderful, (301)
"Love the stay"
$214 nightly
The price is $252
Oct 22 - Oct 23
Total with taxes and fees
Hilton Grand Vacations Club Chicago Magnificent Mile
Hyatt House Chicago West Loop
Indoor pool

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1045)
"Great location near lots of restaurants. "
$195 nightly
The price is $229
Oct 26 - Oct 27
Total with taxes and fees
Hyatt House Chicago West Loop
Hyatt Centric Chicago Magnificent Mile
Indoor pool

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1031)
"Great place to stay"
$211 nightly
The price is $248
Oct 30 - Oct 31
Total with taxes and fees
Hyatt Centric 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, (2844)
"Had a great stay!"
$147 nightly
The price is $173
Nov 2 - Nov 3
Total with taxes and fees
Aloft Chicago Mag 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 Winnetka Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Staff was amazing. Bed was extremely comfortable. Very clean room."
Elizabeth 1-night trip
Posted 11 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Frequently asked questions

What are some accommodations with pools in Winnetka?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. Freehand Chicago: Hotel, 4-minute walk from Michigan Avenue. Features complimentary wired internet access, an indoor pool, and LCD televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a steam room. Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Offers a full-service spa, an indoor pool, and a 24-hour fitness center. CitizenM Chicago Downtown: Hotel, 8-minute walk from Lake Michigan. Offers a 24-hour fitness center, an indoor pool, and flat-screen televisions.
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.

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