Winnetka hotels from RM228

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Our top choices for Winnetka hotels

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1493)
Enjoy facials and manicures at this tranquil urban retreat just minutes from Clark-Division Station. The coffee shop transforms into an evening cocktail bar, while Michigan Avenue and Chicago Riverwalk wait to be explored nearby.

"Nice stay"
United States
Michelle
The price is RM262
RM426 total
includes taxes & fees
27 Jan - 28 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton

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, (1256)
Set in the Gold Coast area, this historic hotel offers tranquil rooms just a 10-minute walk from Lake Michigan. The Ambassador Room serves hearty breakfast with robust coffee, while a 24-hour fitness centre keeps routines intact. Clark-Division Station is 6 minutes away.

"Solid stay in a great part of town"
United States
Michael
The price is RM521
RM612 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Chicago Hotel Collection Ambassador Gold Coast

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, (3806)
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.

"Hotel stay was excellent, great dining options walkable, easy parking "
United States
Jason
The price is RM310
RM364 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Whitehall Hotel, BW Premier Collection

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1162)
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

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (392)
Set in a prime River North location, this hotel puts you within walking distance to Merchandise Mart Station and Chicago Station. Enjoy Michigan Avenue and the Riverwalk nearby while taking advantage of free WiFi and convenient laundry facilities.

"Great hotel"
United States
Doug
The price is RM265
RM311 total
includes taxes & fees
11 Jan - 12 Jan 2026
FOUND Hotel Chicago River North

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, (1359)
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 RM362
RM424 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4281)
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.

"Amazing staff and perfect location "
United States
Brandi
The price is RM316
RM370 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1048)
"I love this hotel "
United States
Tiara
Ivy Boutique Hotel

ACME Hotel Company

ACME Hotel Company
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1918)
Steps from Grand Station, this Chicago boutique hotel offers an artsy urban retreat with a welcoming bar/lounge and fitness centre. Just minutes from Millennium Park and Chicago Riverwalk, guests praise the comfortable beds and attentive staff.

"The location is great. The price considering the location is wonderful. Love the Berkshire bar."
United States
Tara
The price is RM433
RM509 total
includes taxes & fees
28 Dec - 29 Dec
ACME Hotel Company

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, (2477)
Experience an urban retreat with a 24-hour health club and convenient bar/lounge. Just 6 minutes from Chicago Station and a short stroll to Water Tower Place and Chicago Riverwalk. Guests rave about the spotless rooms, attentive staff and prime city centre location.

"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
The price is RM280
RM453 total
includes taxes & fees
28 Dec - 29 Dec
Hotel Felix River North/Magnificent Mile

Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG
2.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1004)
Tucked between State Street and Chicago Riverwalk, this city centre hotel offers complimentary breakfast and WiFi. Grand Station and Chicago Riverwalk are minutes away. After exploring nearby attractions, return to comfortable rooms and a fitness centre.

"Clean, accesible to nearby establishments and staff were so polite and helpful to our needs."
United States
Jose Darwin
The price is RM320
RM375 total
includes taxes & fees
6 Jan - 7 Jan 2026
Holiday Inn Express Chicago - Magnificent Mile by IHG

Ohio House Motel

Ohio House Motel
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1024)
Located in Chicago, this motel is a 10-minute walk from State Street and Michigan Avenue. The Chicago Riverwalk and Theatre are within 15 minutes. Merchandise Mart and Grand stations are just 6 minutes away, making city exploration seamless.

"For the price the stay was good. Parking pricey."
United States
Linda
The price is RM273
RM321 total
includes taxes & fees
6 Jan - 7 Jan 2026
Ohio House Motel

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (858)
Energetic atmosphere meets urban convenience at this city centre Chicago hotel. Just a 10-minute walk to Michigan Avenue and State Street, with Chicago Riverwalk nearby. Enjoy the restaurant, bar, and 24-hour fitness centre after exploring the city.

"Great hotel, lots of fun and great location! "
United States
Amber
The price is RM437
RM513 total
includes taxes & fees
11 Jan - 12 Jan 2026
Moxy Chicago Downtown

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1044)
"I loved their breakfast!"
United States
Skarleth
The price is RM485
RM569 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Best Western River North Hotel

Best Western River North Hotel
2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1027)
Located in central Chicago near Grand Station, this hotel offers an indoor pool, fitness centre, and convenient dining at Pizzeria Ora. The rooftop terrace provides city views while Michigan Avenue and Chicago Riverwalk are just minutes away.

"Clean,easy check-in."
United States
Elizabeth
The price is RM331
RM389 total
includes taxes & fees
28 Dec - 29 Dec
Best Western River North Hotel

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1792)
Immerse yourself in Chicago's energy at this centrally located Art Deco hotel. Just 5 minutes from Michigan Avenue with easy access to Millennium Park and the Riverwalk. Unwind at the cafe, energise in the 24-hour fitness centre, or grab drinks at the bar.

"Very clean and comfortable hotel!"
United States
HYUNJI
The price is RM294
RM351 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Saint Clair- Magnificent Mile

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1536)
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 RM376
RM442 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Wade

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2983)
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 RM348
RM409 total
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2064)
Discover spectacular city vistas from this hotel near Merchandise Mart Station. After exploring Chicago Riverwalk, unwind in the sauna or indoor pool. Two restaurants and a 24-hour fitness centre enhance your peaceful urban retreat.

"Really nice rooms at a good rate "
United States
Madelyn
The price is RM433
RM509 total
includes taxes & fees
19 Jan - 20 Jan 2026
Holiday Inn Chicago Dwtn - The Mart by IHG

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4117)
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 hotel"
United States
Richard
The price is RM433
RM508 total
includes taxes & fees
5 Jan - 6 Jan 2026
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 16.7 mi (26.8 km) from the heart of Winnetka, Palmer House a Hilton Hotel is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Hilton Chicago/Magnificent Mile Suites and Silversmith Hotel Chicago Downtown. 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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