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Check availability on Winnetka 4 Star Hotels

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Winnetka 4-star hotels

55-inch TV with cable channels, video game console, pay films

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.4 out of 10, Very good, (2,311 reviews)
"Clean room, comfortable beds and pillows, great coffee shop in lobby."
United States
Caroline
The price is 7.084.384 ₫
8.316.909 ₫ total
includes taxes & fees
19 Jun - 20 Jun
Hilton Chicago O'Hare Airport
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,157 reviews)
"Great place"
United States
JOSE
The price is 8.822.560 ₫
11.428.547 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Fairmont Chicago at Millennium Park
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,270 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is 6.294.567 ₫
8.234.477 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Hotel Riu Plaza Chicago
City view

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1,093 reviews)
"Great stay!"
United States
Stephanie
The price is 7.874.464 ₫
10.135.937 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Hyatt Regency McCormick Place Chicago
Lobby

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,734 reviews)
"Amazing place"
United States
Rodolfo
The price is 3.889.827 ₫
5.428.390 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Hotel Felix River North/Magnificent Mile
Lobby

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,550 reviews)
"Easy stay, great staff"
United States
Jack
The price is 4.924.832 ₫
6.697.885 ₫ total
includes taxes & fees
28 Jun - 29 Jun
The Allegro Royal Sonesta Hotel Chicago Loop
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,100 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is 9.258.158 ₫
11.007.024 ₫ total
includes taxes & fees
11 Jun - 12 Jun
L7 Chicago by LOTTE
Lobby

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,585 reviews)
"The breakfast is always exceptional. "
United States
Kimberly
The price is 4.452.305 ₫
5.074.837 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Hyatt Regency O'Hare Chicago
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,822 reviews)
"Great staff and location. "
United States
Robert
The price is 7.268.736 ₫
9.414.761 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Hilton Chicago
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,088 reviews)
"Great location ,service and staff "
United States
Tamar
The price is 6.926.368 ₫
9.157.027 ₫ total
includes taxes & fees
14 Jun - 15 Jun
InterContinental Chicago Magnificent Mile by IHG
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,524 reviews)
"Definitely In going to this hotel again soon Very nice hotel staff and clean and the location was great "
United States
Mary
The price is 4.717.041 ₫
5.608.089 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Club Quarters Hotel, Central Loop, Chicago
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,197 reviews)
"Perfect for couples and the location is amazing"
United States
Jaden
The price is 6.245.582 ₫
7.425.373 ₫ total
includes taxes & fees
21 Jun - 22 Jun
River Hotel
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,484 reviews)
"Great stay"
United States
Ontario
The price is 4.003.019 ₫
4.759.190 ₫ total
includes taxes & fees
28 Jun - 29 Jun
The Chicago Hotel Collection - Magnificent Mile
Lobby

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1,001 reviews)
"Room was beautiful and bar was extremely nice"
United States
Rebekah
The price is 7.347.744 ₫
8.735.731 ₫ total
includes taxes & fees
28 Jun - 29 Jun
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,110 reviews)
"Very beautiful hotel!"
United States
Ingrid
The price is 6.378.124 ₫
8.379.361 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Arlo Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,512 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is 4.116.580 ₫
4.894.019 ₫ total
includes taxes & fees
24 Jun - 25 Jun
The Chicago Hotel Collection Ambassador Gold Coast
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,433 reviews)
"Lovely hotel Great location Very friendly and helpful staff"
United Kingdom
PATRICK
The price is 6.294.304 ₫
8.326.050 ₫ total
includes taxes & fees
28 Jun - 29 Jun
The Royal Sonesta Chicago Downtown
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,586 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is 6.320.640 ₫
7.514.608 ₫ total
includes taxes & fees
11 Jun - 12 Jun
Eurostars Magnificent Mile
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,161 reviews)
"Great place! Would stay again!"
United States
Tasha
The price is 5.240.864 ₫
6.230.862 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Central Loop Hotel
Lobby

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,944 reviews)
"Great location Recommend"
Canada
gus
The price is 6.168.418 ₫
7.333.523 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Embassy Suites by Hilton Chicago Downtown River North
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Winnetka.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
The price is 15.538.240 ₫ per night from 4 Jun to 5 Jun
15.538.240 ₫
18.473.413 ₫ total
4 Jun - 5 Jun
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
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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.

See all hotels in Winnetka
Stinson Memorial Library Anna Illinois Listed on the National Register Funded by Anna businessman Robert Burns Stinson, designed by Walter Burley Griffin who studied under Frank Lloyd Wright.

Top Winnetka Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Location is perfect. And rooftop bar & view is amazing"
Rajesh 3-night trip
Posted 1 hour ago
Hotel Riu Plaza Chicago

Frequently asked questions

What are the best 4-star hotels in Winnetka?
Renaissance Chicago North Shore Hotel is a 4-star hotel in Winnetka that's popular among Expedia customers. Concierge services and designer toiletries are just a couple of its amenities. Travellers also recommend DoubleTree by Hilton Chicago - North Shore Conference Centre. From concierge services to a swimming pool, it features conveniences that cater to every aspect of your relaxation and enjoyment.
How much does it cost to stay in a 4-star hotel in Winnetka?
Expedia can help you easily find the ideal 4-star hotel for your trip to Winnetka. Use our filter tool to tailor your search by things like price, conveniences and star rating and get access to terrific deals in a few clicks.

  • Search for the lowest price from 14.676.789 ₫

What's the difference between 5-star and 4-star hotels in Winnetka?
Treat yourself to luxury during your Winnetka holiday by staying at a 4-star hotel. As well as featuring upscale accommodation, these properties are typically packed with amenities like large beds, bathrobes and more. A 5-star hotel will go the extra mile to make your stay an even more indulgent and unforgettable one. Concierge assistance, elegant décor and gourmet dining are just the start of the exclusive conveniences and services you'll likely have access to.