Find Hotels with a Pool in Winnetka, IL

Check prices for these dates

Tonight
Nov 9 - Nov 10
Tomorrow
Nov 10 - Nov 11
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Winnetka hotels with a pool

An indoor swimming pool with a lifeguard chair, a pool ladder, and a seating area with chairs and tables.

1. Staybridge Suites Chicago - Glenview by IHG

Staybridge Suites Chicago - Glenview by IHG
3.0 star property
Glenview
8.8 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Splash into pure serenity at this indoor pool oasis, where comfortable loungers invite post-swim relaxation.
$118 nightly
The price is $133
Nov 17 - Nov 18
Total with taxes and fees
Staybridge Suites Chicago - Glenview by IHG
An indoor swimming pool with clear glass walls, a lounge area with chairs, and a view of the outside.

2. DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center
4.0 star property
Skokie
8.6 out of 10, Excellent, (1,181 reviews)
  • cleanliness
    Splash into seasonal swim options with two versatile pools at this relaxing hotel near Northwestern University.
$118 nightly
The price is $135
Dec 6 - Dec 7
Total with taxes and fees
DoubleTree by Hilton Chicago - North Shore Conference Center
An indoor swimming pool with clear water, a no diving sign, and a chair near the window.

3. Hilton Garden Inn Chicago North Shore/Evanston

Hilton Garden Inn Chicago North Shore/Evanston
3.5 star property
Downtown Evanston
8.8 out of 10, Excellent, (1,008 reviews)
  • cleanliness
    Indulge in a refreshing dip with sun loungers at this serene indoor pool retreat.
$114 nightly
The price is $130
Dec 6 - Dec 7
Total with taxes and fees
Hilton Garden Inn Chicago North Shore/Evanston
A spacious lobby with a central seating area, a piano, and a large window overlooking a garden.

4. Hyatt Regency Deerfield

Hyatt Regency Deerfield
4.0 star property
Deerfield
8.8 out of 10, Excellent, (1,331 reviews)
  • cleanliness
    Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.
$95 nightly
The price is $108
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Regency Deerfield
An indoor swimming pool with clear depth markers, a lifeguard stand, and a no diving sign.

5. Sheraton Chicago Northbrook Hotel

Sheraton Chicago Northbrook Hotel
3.5 star property
Northbrook
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Splash into an indoor pool paradise where fitness meets relaxation at this Chicago business district hotel.
$169 nightly
The price is $190
Nov 22 - Nov 23
Total with taxes and fees
Sheraton Chicago Northbrook Hotel
An indoor swimming pool with lounge chairs and a table, surrounded by potted plants and a large window with a view.

6. Renaissance Chicago Glenview Suites Hotel

Renaissance Chicago Glenview Suites Hotel
3.5 star property
Glenview
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Splash into paradise at this indoor pool haven with loungers and aquatic bliss for adults.
$103 nightly
The price is $117
Nov 22 - Nov 23
Total with taxes and fees
Renaissance Chicago Glenview Suites Hotel
A heated indoor pool area with a hot tub, seating, and large windows.

7. Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield
4.0 star property
Deerfield
9.0 out of 10, Wonderful, (1,370 reviews)
  • cleanliness
    Pool paradise with a side of relaxation awaits at this refreshing getaway with indoor swimming and hot tub.
$125 nightly
The price is $142
Nov 23 - Nov 24
Total with taxes and fees
Embassy Suites by Hilton Chicago North Shore Deerfield
An indoor swimming pool with a geometric railing, multiple levels of balconies, and ambient lighting.

8. Holiday Inn & Suites Chicago North Shore (Skokie) by IHG

Holiday Inn & Suites Chicago North Shore (Skokie) by IHG
3.0 star property
Skokie
7.4 out of 10, Good, (1,708 reviews)
  • cleanliness
    Splash into serenity at this Chicago hotel, where indoor pool adventures meet hot tub relaxation.
$118 nightly
The price is $135
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn & Suites Chicago North Shore (Skokie) by IHG
A large indoor swimming pool with multiple lounge chairs and a blue chair in the center.

9. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
3.0 star property
Deerfield
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Dive into a refreshing retreat with an indoor pool that makes a splash in this family-friendly escape.
$88 nightly
The price is $98
Dec 6 - Dec 7
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
A swimming pool with clear water, surrounded by lounge chairs and tables, large windows with a view of trees and buildings, and a ceiling with recessed lighting.

10. Hampton Inn & Suites Chicago/Lincolnshire

Hampton Inn & Suites Chicago/Lincolnshire
2.5 star property
Lincolnshire
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Splash into serenity at this hotel with an indoor pool that's clean, refreshing, and always the perfect temperature.
$101 nightly
The price is $113
Dec 4 - Dec 5
Total with taxes and fees
Hampton Inn & Suites Chicago/Lincolnshire
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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Choose what matters most at hotels with a pool in Winnetka

Breakfast included
Hot tub

Top Winnetka Hotel Reviews

An indoor swimming pool with clear glass walls, a lounge area with chairs, and a view of the outside.
DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center
Skokie

10/10 Excellent

The property and staff are excellent. Been staying here for years. Everything has gotten better post covid.
United States
Pran
Reviewed April 14, 2024
DoubleTree by Hilton Chicago - North Shore Conference Center

Frequently Asked Questions

What are some accommodations with pools in Winnetka?

River Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.

What is there to see and do in Winnetka?

Explore places like Lake Michigan while you're in Winnetka. The picturesque setting of Millennium Park and Grant Park showcase the area's natural beauty.

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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