Find hotels in Winnetka, IL from ฿1,596

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Our top choices for Winnetka hotels

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2655)
Feel the pulse of the city at this Art Deco gem with Grand Station at your doorstep. Enjoy a workout in the 24-hour fitness centre, then relax at the bar or café. Michigan Avenue shopping, Millennium Park, and Chicago Riverwalk await nearby.

"It's an excellent place."
United States
Jose
The price is ฿1,837
฿2,710 total
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2972)
Experience modern comfort in city centre Chicago with an indoor pool and on-site American restaurant. Just a 10-minute walk from Michigan Avenue and close to Grand Station, this hotel offers a fitness centre and bar for your urban adventure.

"Great place to stay"
United States
Elisha
The price is ฿2,607
฿3,060 total
includes taxes & fees
15 Jan - 16 Jan 2026
Aloft Chicago Mag Mile

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4858)
Strategically positioned near Michigan Avenue, this hotel offers business travellers easy access to Chicago Riverwalk and Millennium Park. Enjoy free WiFi, convenient room service, and a fitness centre while Clark-Lake Station is just 7 minutes away.

"Great location, comfortable room, and nice staff."
United States
Claudia
The price is ฿2,424
฿2,846 total
includes taxes & fees
21 Jan - 22 Jan 2026
River Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9684)
Immerse in this historic Chicago hotel offering majestic lake vistas and beautiful sunrises. Just steps from Columbia College, with 2 restaurants and bars on site. Guests love the central location near public transport and major attractions.

"Wonderful stay!"
United States
Zach
The price is ฿2,523
฿2,962 total
includes taxes & fees
23 Dec - 24 Dec
Congress Plaza Hotel

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3816)
This boutique hotel offers Japanese cuisine at Kirei restaurant and a peaceful retreat near Lake Michigan. Just 6 minutes from Chicago Station and within walking distance of shopping havens and tourist spots, its historic charm creates a relaxing atmosphere with magnificent views.

"Clean room, good location, friendly staff"
United States
Zacharias
The price is ฿2,404
฿2,822 total
includes taxes & fees
23 Dec - 24 Dec
The Whitehall Hotel, BW Premier Collection

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, (2280)
Experience waterfront elegance at this Curio Collection hotel directly on Navy Pier. Just steps from Lake Michigan, guests enjoy Latin flavours at Lirica restaurant, 2 stylish bars, and a 24-hour fitness centre. Michigan Avenue shopping and convenient transit options enhance this prime Chicago location.

"Great staff and restaurants!!"
United States
Abigale
The price is ฿2,685
฿4,221 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2408)
Immerse yourself in Chicago's history at this landmark hotel with 2 restaurants, indoor pool, and health club. Just steps from the Art Institute and Millennium Park, it's near Harrison Station for easy city exploration.

"The room was clean and the staff was outstanding. "
United States
Albert
The price is ฿3,580
฿5,124 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3021)
"Excellent stay great location and great rooms"
United States
Joseph
The price is ฿3,115
฿4,541 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Riu Plaza Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3017)
This historic Chicago hotel offers amazing views and a quiet, relaxing atmosphere. Just 6 minutes from Chicago Station and near the Riverwalk, guests enjoy a 24-hour fitness centre and convenient bar/lounge after a day of city exploration.

"Enjoyed this hotel stay. "
United States
Kimberly
The price is ฿2,010
฿3,282 total
includes taxes & fees
28 Dec - 29 Dec
Warwick Allerton - Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1059)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is ฿3,078
฿4,535 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Centric Chicago Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2754)
Just a 10-minute walk from Michigan Avenue, this hotel offers free breakfast and room service. Guests can use the fitness centre before exploring nearby Chicago Riverwalk and Millennium Park. Grand Station is 8 minutes away.

"Excellent place to stay "
United States
Teniesha
The price is ฿2,460
฿3,809 total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2204)
Located in bustling city centre, this hotel offers stunning city views from select rooms. The outdoor pool and rooftop terrace create a refreshing escape after exploring Michigan Avenue and Chicago Riverwalk. Starbucks in the lobby and Grand Station just 9 minutes away enhance the convenient experience.

"Very friendly staff, clean rooms, the location is amazing and near of everything "
United States
Sarwat
The price is ฿2,807
฿3,295 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1999)
Located in the heart of Chicago, this hotel offers easy access to the Riverwalk and Chicago Theatre. Clean rooms provide comfort after exploring Michigan Avenue and Millennium Park. State Station is just 4 minutes away for convenient city adventures.

"Great stay"
United States
Kramer
The price is ฿2,454
฿2,880 total
includes taxes & fees
20 Jan - 21 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3324)
Experience urban convenience at this city centre hotel, just a 5-minute walk from Willis Tower. The Jackson Station is only 3 minutes away, with Millennium Park and Art Institute within a 10-minute stroll. Enjoy the 24-hour fitness centre and on-site restaurant.

"Great hotel "
United States
Anthony
The price is ฿2,612
฿3,066 total
includes taxes & fees
23 Dec - 24 Dec
Club Quarters Hotel, Central Loop, Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1945)
Perched just steps from Michigan Avenue and Chicago Riverwalk, this hotel offers a tranquil rooftop terrace. Relax with deep-tissue massages at the full-service spa or energise in the 24-hour fitness centre. Two transit stations are only 6 minutes away.

"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is ฿2,990
฿4,247 total
includes taxes & fees
19 Jan - 20 Jan 2026
The Godfrey Hotel Chicago

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, (4273)
Immerse yourself in the heart of Chicago at this centrally located hotel. Just a 1-minute walk from Grand Station and 5 minutes from Michigan Avenue, enjoy the indoor pool, Weber Grill restaurant, and bar after a day of sightseeing.

"Excellent location Restaurant attached "
United States
Rebecca
The price is ฿2,575
฿3,023 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Chicago Downtown/Magnificent Mile

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3414)
Perfectly situated near Chicago Riverwalk, this boutique hotel offers stunning views, a 24-hour fitness centre, and Korean dining at Perilla Steak. Just steps from Michigan Avenue and minutes from public transit, enjoy a quiet, relaxing atmosphere with excellent coffee service.

"Enjoyed my stay"
United States
Karen
The price is ฿3,646
฿4,281 total
includes taxes & fees
24 Dec - 25 Dec
L7 Chicago by LOTTE

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3037)
Indulge in this luxurious Chicago hotel near Millennium Park and Chicago Riverwalk. Enjoy 2 bars, 24-hour fitness centre, and The Palm restaurant. Only 10 minutes to Randolph-Wabash Station, with deep-tissue massages and 24-hour room service available.

"Amazing staff and location beautiful hotel "
United States
RANDIE
The price is ฿3,236
฿4,721 total
includes taxes & fees
24 Dec - 25 Dec
Swissotel - Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2164)
Immerse yourself in this luxurious historic hotel with an ornate lobby, where you'll find a full-service spa and indoor pool. Located just minutes from Millennium Park and steps from Monroe Station, enjoy easy access to Chicago's major attractions and shopping on State Street.

"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is ฿3,992
฿5,471 total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4112)
Immerse yourself in Chicago's energy at this modern hotel near Michigan Avenue. Enjoy international cuisine at the restaurant, unwind at the bar, or work out in the gym. Just minutes from Chicago Riverwalk and two train stations for seamless city exploration.

"Great stay"
United States
Ericka
The price is ฿3,177
฿3,729 total
includes taxes & fees
28 Dec - 29 Dec
citizenM Chicago Downtown
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Stay near popular Winnetka attractions

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.

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

More cheap stays in Winnetka

Frequently asked questions

What's the best place to stay in Winnetka?
Located 15.5 mi (25 km) from the heart of Winnetka, Hilton Chicago/Magnificent Mile Suites is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Silversmith Hotel Chicago Downtown and Club Quarters Hotel Wacker at Michigan, 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?
The picturesque setting of Lake Michigan and Elder Lane Beach exemplify the area's natural beauty. You'll also 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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