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Recommended hotels in Winnetka

1. Heart O' Chicago

Heart O' Chicago
2.0 star property
Edgewater
7.8 out of 10, Good, (1,001 reviews)
"The staff are real people not phony courtesy but nice and helpful. Whether it was breakfast or a clothing iron it was all good"
United States
Hadell
The price is CA $146
CA $171 total
includes taxes & fees
Dec 7 - Dec 8
Heart O' Chicago

2. Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,216 reviews)
"Great and helpful front desk staff and very accessible from the airport with free shuttle service"
United States
Nilantay Morshed
The price is CA $189
CA $218 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Chicago O'Hare – Rosemont by IHG

3. Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"Everything was great and comfortable will stay again"
United States
Safrona
The price is CA $108
CA $171 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Chicago Downtown, Autograph Collection by Marriott

4. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,434 reviews)
"Convenient location near good restaurants."
United States
Scott
The price is CA $125
CA $190 total
includes taxes & fees
Nov 22 - Nov 23
Claridge House Chicago, Tapestry Collection by Hilton

5. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,771 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is CA $183
CA $266 total
includes taxes & fees
Nov 23 - Nov 24
Sable at Navy Pier Chicago, Curio Collection by Hilton

6. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,957 reviews)
"Hotel is great for the price."
United States
alex
The price is CA $119
CA $142 total
includes taxes & fees
Dec 7 - Dec 8
ACME Hotel Chicago, Outset Collection by Hilton

7. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,579 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is CA $136
CA $161 total
includes taxes & fees
Dec 8 - Dec 9
DoubleTree by Hilton Chicago - Magnificent Mile

8. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,527 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
The price is CA $151
CA $221 total
includes taxes & fees
Nov 27 - Nov 28
Hilton Chicago

9. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,957 reviews)
"Friendly staff and great location"
United States
Alexis
The price is CA $113
CA $135 total
includes taxes & fees
Dec 8 - Dec 9
The Whitehall Hotel, BW Premier Collection

10. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,574 reviews)
"Good location and nice hotel"
United States
Oleg
The price is CA $183
CA $267 total
includes taxes & fees
Nov 26 - Nov 27
Swissotel - Chicago

11. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,714 reviews)
"It was a nice quiet space and very clean. The rooms is nice and I would revisit again."
United States
Tyrell
The price is CA $149
CA $177 total
includes taxes & fees
Nov 23 - Nov 24
Cambria Hotel Chicago Loop - Theatre District

12. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,525 reviews)
"We truly enjoyed our stay , the staff was friendly and welcoming"
United States
Malessa
The price is CA $127
CA $151 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Chicago Downtown/Magnificent Mile

13. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,083 reviews)
"Great location Staff was terrific"
United States
Richard
The price is CA $156
CA $185 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard by Marriott Chicago Magnificent Mile

14. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,593 reviews)
"Great hotel"
United States
Tracy
The price is CA $140
CA $167 total
includes taxes & fees
Dec 8 - Dec 9
Hampton Inn & Suites Chicago Downtown

15. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Love this hotel! A great atmosphere! We love happy hour and the tacos!!"
United States
Lora
The price is CA $170
CA $202 total
includes taxes & fees
Nov 23 - Nov 24
Moxy Chicago Downtown

16. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,006 reviews)
"Nice environment and very reasonable prices..right downtown so great location!"
United States
Ebony
The price is CA $167
CA $198 total
includes taxes & fees
Dec 3 - Dec 4
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

17. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,547 reviews)
"Great hotel - fabulous location!! We enjoyed our stay."
United States
Nolan
The price is CA $181
CA $257 total
includes taxes & fees
Nov 25 - Nov 26
The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

18. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,059 reviews)
"Great place to stay"
United States
Melissa
The price is CA $143
CA $170 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Chicago/Magnificent Mile Suites

19. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,007 reviews)
"Great stay!"
United States
Miya
The price is CA $194
CA $276 total
includes taxes & fees
Dec 8 - Dec 9
Hotel 505 River North

20. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,367 reviews)
"Great hotel"
United States
Kristopher Joel
The price is CA $163
CA $193 total
includes taxes & fees
Nov 23 - Nov 24
citizenM Chicago Downtown
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.

A suburban street with a stone house, a tree, and a clear sky.

Top reviews in Winnetka

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