Winnetka Hotel Guide - Hotels with Pool in Winnetka, Chicago

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Check availability on Winnetka Hotels with Pool

Tonight
1 Aug - 2 Aug
Tomorrow
2 Aug - 3 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Winnetka Hotels with Pool

The Wade
1 bedroom, premium bedding, down duvets, pillow-top beds

The Wade

4.5 star property
8.2 out of 10, Very good, (1139)
"It was a very relaxing stay and amazing view!"
The price is €122
includes taxes & fees
1 Sept - 2 Sept
The Wade
Hyatt Regency McCormick Place Chicago
City view

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1013)
"Great place to stay especially with the price! "
The price is €215
includes taxes & fees
21 Aug - 22 Aug
Hyatt Regency McCormick Place Chicago
Sheraton Grand Chicago Riverwalk
Fitness facility

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very good, (1406)
" Great stay, helpful staff, perfectly located. "
The price is €235
includes taxes & fees
24 Aug - 25 Aug
Sheraton Grand Chicago Riverwalk
Loews Chicago Hotel
Indoor pool

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1525)
"This is a nice hotel in a great neighborhood. "
The price is €232
includes taxes & fees
17 Aug - 18 Aug
Loews Chicago Hotel
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, (2709)
"Wonderful place to stay definitely will return"
The price is €200
includes taxes & fees
24 Aug - 25 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1944)
"Very pleasant stay!"
The price is €164
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1557)
"Lovely hotel and in the most convenient location"
The price is €216
includes taxes & fees
17 Aug - 18 Aug
Radisson Blu Aqua Hotel Chicago
Aloft Chicago Mag Mile
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2776)
"We love our stay here !"
The price is €126
includes taxes & fees
10 Aug - 11 Aug
Aloft Chicago Mag Mile
Hyatt Centric Chicago Magnificent Mile
Indoor pool

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1024)
"Best place we have stayed in Chicago in a long time. "
The price is €189
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
Indoor pool

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1493)
"Very nice place to stay in the city"
The price is €170
includes taxes & fees
1 Sept - 2 Sept
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.

Top Winnetka Hotel Reviews

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Nice location "
Willy 3-night trip
Posted 4 hours ago
Crowne Plaza Chicago West Loop by IHG

Frequently asked questions

What are some accommodation options with pools in Winnetka?
Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a steam room. InterContinental Chicago Magnificent Mile by IHG: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel, 4-minute walk from Michigan Avenue. Provides complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions. Crowne Plaza Chicago West Loop by IHG: Hotel, 8-minute walk from Lake Michigan. Offers a 24-hour fitness centre, an indoor pool and flat-screen televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Winnetka?
Explore places such as Lake Michigan while you're in Winnetka. Make a point to visit attractions such as Chocolate Box.
When is the best time to book a hotel with a pool in Winnetka?
You may want to consider accommodation that offers an outdoor pool if you're planning to visit Winnetka in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation 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 -1°C.
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 might not have very many public transport options, so consider renting a car to explore more.