Winnetka Hotels

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Check prices for these dates

Tonight
Nov 20 - Nov 21
Tomorrow
Nov 21 - Nov 22
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

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Top 10 trending Winnetka hotels

Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3108)
"Location was great "
United States
Hamik
The price is P6,165
P7,238 total
includes taxes & fees
Dec 21 - Dec 22
Eurostars Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2139)
"Great stay "
United States
Melinda
The price is P5,762
P6,764 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Chicago - Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4824)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is P5,230
P6,140 total
includes taxes & fees
Dec 7 - Dec 8
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
Downtown Chicago
9.4 out of 10, Exceptional, (2240)
"Room was spotless…staff was great!"
United States
Tamika
The price is P5,084
P7,979 total
includes taxes & fees
Dec 16 - Dec 17
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2918)
"Great location!!"
United States
sarah e
The price is P5,315
P6,239 total
includes taxes & fees
Dec 7 - Dec 8
Aloft Chicago Mag Mile
Terrace/patio
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4057)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is P6,305
P7,402 total
includes taxes & fees
Nov 25 - Nov 26
citizenM Chicago Downtown
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2306)
"Clean Rooms & very nice staff"
United States
Teresa
The price is P6,234
P9,047 total
includes taxes & fees
Nov 28 - Nov 29
Hilton Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3339)
"Great stay!"
United States
Rose
The price is P4,919
P5,774 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Chicago/Magnificent Mile Suites
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1689)
"The location was great!!"
United States
Yvette
The price is P5,834
P6,849 total
includes taxes & fees
Dec 22 - Dec 23
Crowne Plaza Chicago West Loop by IHG
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4182)
"Great location. "
United States
Rodger
The price is P4,488
P5,269 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2592)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is P4,730
P6,593 total
includes taxes & fees
Nov 24 - Nov 25
Freehand Chicago
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (335)
"love this place definitely coming back !"
United States
Dayanara
The price is P3,980
P4,673 total
includes taxes & fees
Dec 7 - Dec 8
FOUND Hotel Chicago River North
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9616)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is P5,750
P6,750 total
includes taxes & fees
Nov 24 - Nov 25
Congress Plaza Hotel
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2825)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is P6,098
P8,819 total
includes taxes & fees
Dec 8 - Dec 9
Hotel Riu Plaza Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2076)
"Lovely hotel in a great spot!"
United States
Natasha
The price is P4,186
P6,717 total
includes taxes & fees
Dec 21 - Dec 22
Silversmith Hotel Chicago Downtown
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1004)
"Really great location and warm and friendly staff"
United Kingdom
David
The price is P5,610
P7,293 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn & Suites Chicago - Downtown by IHG
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1713)
"Clean room, great hot tub."
United States
SHARON
The price is P4,677
P5,490 total
includes taxes & fees
Dec 15 - Dec 16
Hilton Garden Inn Chicago Downtown South Loop
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2074)
"Great place to stay."
United States
Aaron
The price is P6,053
P8,582 total
includes taxes & fees
Dec 21 - Dec 22
Palmer House a Hilton Hotel
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2621)
"Enjoyed my stay here. "
United States
Vai
The price is P5,781
P7,823 total
includes taxes & fees
Nov 23 - Nov 24
La Quinta Inn & Suites by Wyndham Chicago Downtown
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3379)
"Great hotel!!"
United States
Deja
The price is P5,846
P6,862 total
includes taxes & fees
Nov 23 - Nov 24
voco Chicago Downtown - Riverwalk by IHG
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.
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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 theater.

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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent
"Great room!"
Lawrence 1-night trip
Posted 1 day ago
Sable at Navy Pier Chicago, Curio Collection by Hilton

More cheap stays in Winnetka

Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

4021 North Mannheim Rd Schiller Park IL
The price is P4,773 per night from Nov 23 to Nov 24
P4,773
P5,441 total
Nov 23 - Nov 24
includes taxes & fees
8.2/10 Very Good! (2,107 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 traveler data. Two other options for your visit to the area are Palmer House a Hilton Hotel and Hilton Chicago/Magnificent Mile Suites. 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, you'll find most hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period 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 coffeehouses. Top sights around the area include Wrigley Field, Naval Base Great Lakes, and Michigan Avenue. In Winnetka, there are 2 hotels and other accommodations to choose from. Find out more about Winnetka.
What should I do while I'm visiting Winnetka?
Favorite 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. Check out what more to see and do in Expedia's Winnetka guide.
What's the best way to get around Winnetka?
To see more of 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 like in Winnetka?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.

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