Find hotels in Winnetka, IL from ฿1,757

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Our top choices for Winnetka hotels

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, (2284)
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 ฿2,659
฿4,181 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1532)
Experience Chicago's allure at this elegant hotel near Michigan Avenue and Lake Michigan. Guests rave about the quiet rooms, stunning lake views, and proximity to Navy Pier. Enjoy American cuisine at Current restaurant after unwinding in the indoor pool.

"Great staff and great location. "
United States
Joe
The price is ฿2,893
฿3,396 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3036)
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 ฿3,545
฿5,075 total
includes taxes & fees
2 Jan - 3 Jan 2026
Swissotel - Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1578)
Perched along the iconic Chicago Riverwalk, this hotel offers stunning waterfront vistas. Three restaurants, including Shula's Steak House, provide excellent dining while the indoor pool invites relaxation. Michigan Avenue shops are just a 10-minute stroll away.

"Rooms were very nice and staff was great"
United States
Nancy
The price is ฿4,635
฿6,374 total
includes taxes & fees
12 Jan - 13 Jan 2026
Sheraton Grand Chicago Riverwalk

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, (2760)
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 ฿2,628
฿3,998 total
includes taxes & fees
6 Jan - 7 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, (2197)
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.

"Great location, easy parking. "
United States
Maria
The price is ฿2,780
฿3,264 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1798)
Immersive experience in city centre Chicago with both indoor and seasonal outdoor pools. FireLake restaurant serves lunch and dinner, while the 24-hour fitness centre keeps you energised near Michigan Avenue attractions.

"Great hotel, close to shopping and restaurants, excellent customer service, highly recommend."
United States
Gina
The price is ฿4,155
฿5,686 total
includes taxes & fees
25 Dec - 26 Dec
Radisson Blu Aqua Hotel Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2964)
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 ฿2,677
฿3,142 total
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1051)
"I love this hotel "
United States
Tiara
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2297)
"Excellent hotel. Loved staying there"
United States
cristina
The price is ฿3,079
฿3,615 total
includes taxes & fees
29 Dec - 30 Dec
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
2.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1008)
Located in city centre Chicago, this hotel offers easy access to Michigan Avenue and State Street. Start your day with free continental breakfast before exploring Chicago Riverwalk and Millennium Park nearby. Grand and Chicago Red Line stations make city exploration effortless.

"The room was huge, great stay, clean, convenient, comfortable and great staff. "
United States
Madeline
The price is ฿2,768
฿3,250 total
includes taxes & fees
25 Dec - 26 Dec
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3417)
Immerse yourself in Chicago's energy at this centrally located hotel. Just steps from Michigan Avenue Bridge and Chicago Riverwalk, enjoy 4 restaurants, 2 coffee shops, and stunning city views. Millennium Station is only a 7-minute walk away.

"The Hotel was amazing great location "
United States
Donnisha
The price is ฿4,479
฿6,171 total
includes taxes & fees
20 Jan - 21 Jan 2026
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3550)
"Great place to stay "
United States
RaShawna
The price is ฿2,780
฿3,264 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2004)
This historic gem sits steps from Lake Michigan, offering effortless access to Chicago's vibrant attractions. The 24-hour fitness centre complements comfortable beds and attentive staff service. Guests praise the quiet atmosphere and convenient transit connections to explore the city.

"Great location, clean hotel"
United States
Andre
The price is ฿2,490
฿3,654 total
includes taxes & fees
29 Dec - 30 Dec
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1051)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is ฿3,048
฿4,491 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1617)
"Great stay!!"
United States
Adrian
The price is ฿3,041
฿3,569 total
includes taxes & fees
1 Jan - 2 Jan 2026
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1161)
Steps from Water Tower Place, this boutique Chicago retreat boasts a lobby bar and 24-hour fitness centre. Enjoy clean rooms with excellent views, plus easy access to Lake Michigan and the Riverwalk. Red Line stations are just minutes away.

"The room was spacious and clean and it was a good value."
United States
Dj
The Chicago Hotel Collection - Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.0 out of 10, Very good, (1355)
Just 5 minutes from Michigan Avenue, this hotel offers easy access to Chicago Riverwalk and Lake Michigan. The indoor pool provides a refreshing escape, while free continental breakfast starts each day. Chicago Station is only 7 minutes away.

"Wonderful location. "
United States
Karen
The price is ฿2,780
฿3,264 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Chicago Downtown/Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3037)
"Excellent stay great location and great rooms"
United States
Joseph
The price is ฿3,100
฿4,516 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Riu Plaza Chicago

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2650)
"Great staff & Great location. "
United States
Gabrielle
The price is ฿2,240
฿2,629 total
includes taxes & fees
5 Jan - 6 Jan 2026
Best Western Grant Park 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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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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