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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Winnetka

A hotel room with two beds, a large window with a city view, a painting on the wall, and a lamp on the nightstand.

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
$117 nightly
The price is $137
Nov 8 - Nov 9
Total with taxes and fees
Heart O' Chicago
A modern lounge area with leather sofas, a coffee table, and a patterned rug.

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, (3,213 reviews)
"Great and helpful front desk staff and very accessible from the airport with free shuttle service"
United States
Nilantay Morshed
$137 nightly
The price is $156
Nov 9 - Nov 10
Total with taxes and fees
Holiday Inn Chicago O'Hare – Rosemont by IHG
A modern urban building with a distinctive curved facade, a prominent '10pin' sign, and a 'Tertius' restaurant on the ground floor.

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, (1,000 reviews)
"Everything was great and comfortable will stay again"
United States
Safrona
$102 nightly
The price is $122
Nov 22 - Nov 23
Total with taxes and fees
Hotel Chicago Downtown, Autograph Collection by Marriott
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

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, (1,432 reviews)
"Convenient location near good restaurants."
United States
Scott
$113 nightly
The price is $134
Nov 22 - Nov 23
Total with taxes and fees
Claridge House Chicago, Tapestry Collection by Hilton
A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

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, (2,766 reviews)
"Best stay, wonderful property."
Canada
Bonnie
$160 nightly
The price is $190
Nov 23 - Nov 24
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

6. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,308 reviews)
"Loved the continental breakfast and how close different bars and restaurants were at :)"
United States
Carole
$149 nightly
The price is $177
Nov 22 - Nov 23
Total with taxes and fees
Hyatt House Chicago/West Loop-Fulton Market
Bar (on property)

7. 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
$84 nightly
The price is $100
Dec 7 - Dec 8
Total with taxes and fees
ACME Hotel Chicago, Outset Collection by Hilton
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

8. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,577 reviews)
"Great location and beautiful hotel!"
United States
Jodi
$97 nightly
The price is $115
Dec 7 - Dec 8
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.

9. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,526 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
$133 nightly
The price is $158
Nov 27 - Nov 28
Total with taxes and fees
Hilton Chicago
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.

10. 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, (3,952 reviews)
"Friendly staff and great location"
United States
Alexis
$94 nightly
The price is $112
Dec 7 - Dec 8
Total with taxes and fees
The Whitehall Hotel, BW Premier Collection
A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.

11. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,568 reviews)
"Good location and nice hotel"
United States
Oleg
$159 nightly
The price is $189
Nov 26 - Nov 27
Total with taxes and fees
Swissotel - Chicago
A modern hotel lobby with a bar area, seating arrangements, and a television screen.

12. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,712 reviews)
"Great room - spacious, clean"
United States
Toninette
$106 nightly
The price is $127
Nov 23 - Nov 24
Total with taxes and fees
Cambria Hotel Chicago Loop - Theatre District
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.

13. 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, (4,524 reviews)
"We truly enjoyed our stay , the staff was friendly and welcoming"
United States
Malessa
$101 nightly
The price is $120
Nov 23 - Nov 24
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
A hotel room with a large window offering a city view, a bed, a desk, and a chair.

14. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,081 reviews)
"Great location Staff was terrific"
United States
Richard
$110 nightly
The price is $131
Dec 6 - Dec 7
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

15. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,591 reviews)
"Great hotel"
United States
Tracy
$110 nightly
The price is $131
Nov 24 - Nov 25
Total with taxes and fees
Hampton Inn & Suites Chicago Downtown
A modern lounge area with seating, a coffee table, and a view of the city at night.

16. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Love this hotel! A great atmosphere! We love happy hour and the tacos!!"
United States
Lora
$122 nightly
The price is $144
Nov 23 - Nov 24
Total with taxes and fees
Moxy Chicago Downtown
A balcony with outdoor seating, overlooking a busy street with cars and buildings.

17. Ohio House Motel

Ohio House Motel
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,233 reviews)
"The location was great and hotel was cute and had everything we needed."
United States
Colin
$97 nightly
The price is $114
Dec 7 - Dec 8
Total with taxes and fees
Ohio House Motel
A grand lobby with a central bar, high ceilings, and classical architecture.

18. 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, (1,003 reviews)
"Nice environment and very reasonable prices..right downtown so great location!"
United States
Ebony
$119 nightly
The price is $141
Dec 3 - Dec 4
Total with taxes and fees
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

19. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,054 reviews)
"Great place to stay"
United States
Melissa
$101 nightly
The price is $120
Dec 7 - Dec 8
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
Room

20. 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, (1,543 reviews)
"Great hotel - fabulous location!! We enjoyed our stay."
United States
Nolan
$154 nightly
The price is $183
Nov 25 - Nov 26
Total with taxes and fees
The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel
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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Top Winnetka Hotel Reviews

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"We had a great experience. The room was very large and extremely clean. The rooftop seating and restaurant were very nice. The staff throughout the resort were friendly and welcoming. The loop location was perfect. Close to many nice restaurants, museums, stores and the beautiful River walk."
tyrone 3-night trip
Posted 2 hours ago
Sports Illustrated Resorts Chicago

Find out more about Winnetka

Winnetka Inns information

Number of reviews
27,258
Accommodation
0 Inns
Lowest Price
$100
Highest Price
$190

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