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Recommended hotels in Winnetka

1. Holiday Inn Chicago O'Hare – Rosemont by IHG
Holiday Inn Chicago O'Hare – Rosemont by IHGRosemont
9.0 out of 10, Wonderful, (3,219 reviews)
The price is CA $191
CA $220 total
includes taxes & fees
Nov 23 - Nov 24

2. Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by HiltonDowntown Chicago
9.0 out of 10, Wonderful, (1,434 reviews)
The price is CA $125
CA $190 total
includes taxes & fees
Nov 22 - Nov 23

3. ACME Hotel Chicago, Outset Collection by Hilton
ACME Hotel Chicago, Outset Collection by HiltonDowntown Chicago
9.0 out of 10, Wonderful, (1,958 reviews)
The price is CA $120
CA $142 total
includes taxes & fees
Dec 7 - Dec 8

4. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2,773 reviews)
The price is CA $185
CA $269 total
includes taxes & fees
Nov 23 - Nov 24

5. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,582 reviews)
The price is CA $137
CA $163 total
includes taxes & fees
Dec 7 - Dec 8

6. Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (3,530 reviews)
The price is CA $153
CA $223 total
includes taxes & fees
Nov 27 - Nov 28

7. The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier CollectionDowntown Chicago
8.4 out of 10, Very good, (3,967 reviews)
The price is CA $114
CA $136 total
includes taxes & fees
Dec 7 - Dec 8

8. Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,579 reviews)
The price is CA $183
CA $267 total
includes taxes & fees
Nov 26 - Nov 27

9. Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre DistrictDowntown Chicago
8.8 out of 10, Excellent, (1,715 reviews)
The price is CA $150
CA $179 total
includes taxes & fees
Nov 23 - Nov 24

10. Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
9.0 out of 10, Wonderful, (2,086 reviews)
The price is CA $156
CA $185 total
includes taxes & fees
Dec 6 - Dec 7

11. Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent MileDowntown Chicago
8.6 out of 10, Excellent, (4,528 reviews)
The price is CA $118
CA $140 total
includes taxes & fees
Nov 22 - Nov 23

12. Hampton Inn & Suites Chicago Downtown
Hampton Inn & Suites Chicago DowntownDowntown Chicago
9.2 out of 10, Wonderful, (1,593 reviews)
The price is CA $141
CA $168 total
includes taxes & fees
Dec 8 - Dec 9

13. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (4,370 reviews)
The price is CA $164
CA $195 total
includes taxes & fees
Nov 23 - Nov 24

14. Moxy Chicago Downtown
Moxy Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
The price is CA $172
CA $204 total
includes taxes & fees
Nov 23 - Nov 24

15. Fairfield Inn & Suites Chicago Downtown/River North
Fairfield Inn & Suites Chicago Downtown/River NorthDowntown Chicago
9.2 out of 10, Wonderful, (1,215 reviews)
The price is CA $162
CA $193 total
includes taxes & fees
Nov 23 - Nov 24

16. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (5,061 reviews)
The price is CA $143
CA $170 total
includes taxes & fees
Dec 7 - Dec 8

17. Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (1,555 reviews)
The price is CA $172
CA $245 total
includes taxes & fees
Nov 23 - Nov 24

18. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
8.4 out of 10, Very good, (3,018 reviews)
The price is CA $168
CA $241 total
includes taxes & fees
Nov 24 - Nov 25

19. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio HotelDowntown Chicago
8.6 out of 10, Excellent, (1,009 reviews)
The price is CA $168
CA $200 total
includes taxes & fees
Dec 3 - Dec 4

20. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very good, (2,742 reviews)
The price is CA $121
CA $144 total
includes taxes & fees
Dec 7 - Dec 8
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.
Learn more about Winnetka
Elegant North Shore homes line the streets near Lake Michigan beaches where locals picnic during summer festivals. Explore the historic Crow Island School's architecture or catch a show at the Winnetka Community House theatre.

Top reviews in Winnetka

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago



















































































