Find hotels in Winnetka, IL from ฿1,466

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2 Nov - 3 Nov
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3 Nov - 4 Nov
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7 Nov - 9 Nov
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14 Nov - 16 Nov

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Top 10 Winnetka hotels and places to stay

Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (3088)
"Awesome location and excellent service, the staff was great!"
United States
Salvador
The price is ฿3,773
฿4,429 total
includes taxes & fees
27 Nov - 28 Nov
Eurostars Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2122)
"Convenient location, over all cleanliness and staff was exceptional."
United States
AMANDA
The price is ฿3,336
฿3,917 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4773)
"Great area at a good price. "
United States
Laura
The price is ฿4,009
฿4,706 total
includes taxes & fees
11 Nov - 12 Nov
River Hotel
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2235)
"Great hotel "
United States
Gilles
The price is ฿3,177
฿4,830 total
includes taxes & fees
25 Nov - 26 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2875)
"Staff are nice, room was clean. Enjoyed the lobby, pool table and bar. "
United States
Emily
The price is ฿3,492
฿4,099 total
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0 out of 10, Wonderful, (3218)
"Overall it was a great place to stay."
United States
Edward
The price is ฿3,270
฿3,839 total
includes taxes & fees
17 Nov - 18 Nov
Hilton Chicago/Magnificent Mile Suites
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (4045)
"Great stay"
United States
Riley
The price is ฿3,682
฿4,322 total
includes taxes & fees
19 Nov - 20 Nov
citizenM Chicago Downtown
Exterior
Hilton Chicago
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (2275)
"Great Hotel"
United States
Luz
The price is ฿3,670
฿5,257 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4130)
"We definitely will stay there again place was very nice "
United States
Tracy
The price is ฿3,243
฿3,807 total
includes taxes & fees
23 Nov - 24 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2558)
"Location was excellent would stay there again"
United States
Julio
The price is ฿2,590
฿3,610 total
includes taxes & fees
10 Nov - 11 Nov
Freehand Chicago
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2701)
"Great place to stay "
United States
Larry William
The price is ฿3,657
฿5,204 total
includes taxes & fees
25 Nov - 26 Nov
Hotel Riu Plaza Chicago
Rooftop terrace
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1010)
"It was a great stay"
United States
Brooklynn
The price is ฿3,270
฿3,839 total
includes taxes & fees
23 Nov - 24 Nov
Best Western River North Hotel
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9657)
"Excellent location very convenient parking nice staff clean rooms"
United States
Mike
The price is ฿5,499
฿6,456 total
includes taxes & fees
3 Nov - 4 Nov
Congress Plaza Hotel
American cuisine
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1648)
"Great Hotel"
United States
Cesar
The price is ฿3,298
฿3,871 total
includes taxes & fees
23 Nov - 24 Nov
Crowne Plaza Chicago West Loop by IHG
Exterior
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very good, (300)
"Perfect location! Tons of restaurants and shopping nearby! "
United States
MaryJane
The price is ฿2,460
฿2,888 total
includes taxes & fees
10 Nov - 11 Nov
FOUND Hotel Chicago River North
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
8.4 out of 10, Very good, (1008)
"Staff was very friendly The rooftop pool was really nice. "
United States
angela
The price is ฿3,815
฿4,866 total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn & Suites Chicago - Downtown by IHG
Lobby
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (2032)
"Staff was always nice, rooms were clean and bathrooms were huge. "
United States
Dan
Silversmith Hotel Chicago Downtown
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3301)
"The room was beautiful the view was exquisite the staff was friendly"
United States
Juanita
The price is ฿2,877
฿3,378 total
includes taxes & fees
24 Nov - 25 Nov
voco Chicago Downtown - Riverwalk by IHG
Pool
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
8.8 out of 10, Excellent, (1702)
"Amazing customer service, location, and valet service. Clean and spacious room and I will definitely be staying here again!"
United States
Justy
The price is ฿2,995
฿3,516 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Garden Inn Chicago Downtown South Loop
Rooftop terrace
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2231)
"Probably my favorite place to stay in the Loop."
United States
Robert
The price is ฿3,998
฿4,694 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric The Loop Chicago
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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Stay near popular Winnetka attractions

Chocolate Box

Enjoy a stop at Chocolate Box, an entertaining place to visit in Winnetka. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Elder Lane Beach

This lakefront sanctuary offers a serene escape with pristine sandy shores and Lake Michigan views. Enjoy a peaceful afternoon in the adjacent park with its well-maintained picnic areas and playground.
See properties

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
"Loved my stay here. Everything was top notch from the time I entered the lobby. The staff was welcoming and enthusiastic about you choosing to patronize their hotel. The check-in process was quick. The hotel’s rooms were very clean and had the latest amenities. Televisions had numerous channel options. The roof top bar was amazing for photo ops. It’s also in a very good location for site seeing & shopping."
Xavier 3-night trip
Posted 2 days ago
Hotel Riu Plaza Chicago

More cheap stays in Winnetka

Motel 6 Schiller Park, IL - Chicago O'Hare

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue, I-90 at Kennedy Expwy, Exit 79-A S., Schiller Park, IL
The price is ฿1,455 per night from 24 Nov to 25 Nov
฿1,455
฿1,658 total
24 Nov - 25 Nov
includes taxes & fees
6.4/10 (1,814 reviews)

Frequently asked questions

What's the best place to stay in Winnetka?
Located 15.9 mi (25.5 km) from the heart of Winnetka, Embassy Suites by Hilton Chicago Downtown River North is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Congress Plaza Hotel and Freehand Chicago. See all available top hotels, or vacation rentals in Winnetka.
If I need to cancel my hotel reservation in Winnetka, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winnetka.
What is staying in Winnetka like?
Visitors can enjoy all that Winnetka has to offer, including the shopping, forests and sporting events. Tourists can also enjoy the city's restaurants and coffee shops. Top sights around the area include Wrigley Field, Naval Base Great Lakes and Michigan Avenue. In Winnetka, there are 2 hotels and other accommodation options to choose from. Find out more about Winnetka.
What should I see while I'm in Winnetka?
Favourite places to visit include Lake Michigan, Chocolate Box and Maple Street Beach. Additionally, you'll find Wrigley Field and Naval Base Great Lakes in the area. Take a look at what more there is to see and do in Expedia's Winnetka guide.
How can I get around Winnetka?
To venture out into the surrounding area, hop aboard a train at Winnetka Station or Winnetka Indian Hill Station. If you want to venture out around the area, you may want a rental car in Winnetka for your journey.
What's the seasonal weather in Winnetka?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Winnetka is 1216 mm.

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