Find Hotels with a Pool in Winnetka, IL from CA $176

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Check availability on Winnetka Hotels with a Pool

Top Winnetka Hotels with a Pool

Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (272)
"Great place. Good stay for family vacation to Chicago"
The price is CA $218
CA $286 total
includes taxes & fees
Sep 3 - Sep 4
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, (1028)
"Great location "
The price is CA $176
CA $206 total
includes taxes & fees
Aug 24 - Aug 25
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, (1989)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is CA $210
CA $246 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Chicago - Magnificent Mile
The Hoxton Chicago
Seasonal outdoor pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place abd staff!"
The price is CA $313
CA $368 total
includes taxes & fees
Sep 1 - Sep 2
The Hoxton Chicago
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1875)
"Helpful staff, beautiful hotel in a great location!"
The price is CA $240
CA $317 total
includes taxes & fees
Sep 2 - Sep 3
Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3739)
"Our stay was wonderful."
The price is CA $198
CA $233 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago West Loop Fulton Market Area
Indoor pool, sun loungers

Hampton Inn Chicago West Loop Fulton Market Area

2.5 star property
9.0 out of 10, Wonderful, (1000)
"We had a great stay!"
The price is CA $199
CA $234 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Chicago West Loop Fulton Market Area
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, (341)
"A lot of good food options walkable distance. "
The price is CA $249
CA $323 total
includes taxes & fees
Sep 2 - Sep 3
Level Chicago – Old Town
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, (2031)
"Great location!"
The price is CA $205
CA $241 total
includes taxes & fees
Sep 3 - Sep 4
Homewood Suites by Hilton Chicago Downtown South Loop
Hyatt Centric Chicago Magnificent Mile
Indoor pool

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1019)
"Great place to stay"
The price is CA $220
CA $299 total
includes taxes & fees
Aug 24 - Aug 25
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.

Top Winnetka Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"We really enjoyed our stay at Embassy suites by Hilton at downtown Chicago. The housekeeping was great and the free breakfast buffet was a plus. "
Mahshid 3-night trip
Posted 9 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 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.