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4 Stars Hotels in Winnetka, Chicago from CA $172

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Check availability on Winnetka 4 Star Hotels

Tonight
Oct 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Winnetka 4-star hotels

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A man in a suit sitting by a window with a vase of red flowers.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

1. River Hotel

River Hotel
Downtown Chicago
United States
Rebecca
CA $163
CA $194 total
includes taxes & fees
Nov 22 - Nov 23
River Hotel
A spacious lobby with a central coffee table, sofas, and a large mirror.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.
A spacious lobby with high ceilings, large arched windows, and a grand staircase.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Christian
CA $169
CA $201 total
includes taxes & fees
Nov 22 - Nov 23
The Chicago Hotel Collection Ambassador Gold Coast
A grand lobby with a central bar, high ceilings, and classical architecture.
A modern living room with a sofa set, ottoman, and armchairs.
A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.
A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

3. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Carrie
CA $167
CA $199 total
includes taxes & fees
Nov 22 - Nov 23
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A modern living room with a fireplace, a large sofa, a coffee table, and a bookshelf.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
CA $190
CA $267 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Anne
CA $181
CA $215 total
includes taxes & fees
Nov 15 - Nov 16
The Chicago Hotel Collection - Magnificent Mile
The Intercontinental hotel facade with a large American flag and a floral display.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
A person sitting by a window with a cityscape view.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

6. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Said Lopez
CA $257
CA $355 total
includes taxes & fees
Nov 22 - Nov 23
InterContinental Chicago Magnificent Mile by IHG
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Amanda
CA $198
CA $235 total
includes taxes & fees
Nov 22 - Nov 23
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.

8. The Wade

The Wade
Downtown Chicago
United States
Ashaleigh
CA $178
CA $212 total
includes taxes & fees
Nov 22 - Nov 23
The Wade
A modern building with a glass facade and a curved structure.
A woman running on a treadmill in a gym with another person in the background.
A well-lit grocery store with shelves stocked with snacks and beverages, a checkout counter, and a clean, tiled floor.
A conference room with a long table, purple chairs, and framed pictures on the walls.

9. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Christian
CA $202
CA $230 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Regency O'Hare Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A bar with a circular liquor display, seating with stools, and a city view through large windows.
A cityscape with modern high-rise buildings, a river, and a boat.
A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Addison
CA $258
CA $357 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Regency Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.
A hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.
A modern interior with a dining area, sofas, and artwork on the walls.
A laundry area with a washing machine, a dryer, and an ice dispenser.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Canada
Robert
CA $143
CA $172 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Saint Clair- Magnificent Mile
A modern kitchen with a marble island, fruit bowls, and a city view.
A modern bar area with a central bar, seating, and a distinctive ceiling design.
A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

12. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
CA $336
CA $449 total
includes taxes & fees
Nov 22 - Nov 23
Fairmont Chicago at Millennium Park
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.
A modern interior with a wall-mounted fireplace and a decorative rock installation.
A modern bar area with a curved ceiling, wooden slats, and a bar counter with stools.
Exterior

13. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
Arnulfo
CA $237
CA $271 total
includes taxes & fees
Nov 22 - Nov 23
Loews Chicago O'Hare Hotel
A dining area with a table set for four, large windows offering a cityscape view at dusk.
A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.
A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

14. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
Ebony
CA $223
CA $310 total
includes taxes & fees
Nov 22 - Nov 23
The Royal Sonesta Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A hotel room with a large bed, a TV, a desk, and a chair.

15. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
CA $150
CA $178 total
includes taxes & fees
Nov 22 - Nov 23
Central Loop Hotel
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.
A person pouring a drink into a glass with ice and an orange slice garnish.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.

16. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
William
CA $142
CA $215 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Felix River North/Magnificent Mile
A spacious lobby with a modern design, featuring a central seating area with sofas and chairs, a large open space, and a high ceiling with hanging light fixtures.
A modern bar area with a long counter, bar stools, and a seating area with a sofa and ottomans.
A spacious lobby with modern seating, a bar area, and a high ceiling with reflective panels.
A modern interior with two chairs, a round table with a vase, and a large window offering a view of a snow-covered outdoor area with trees and a building.

17. Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago
Schaumburg
United States
EDGAR
CA $178
CA $205 total
includes taxes & fees
Nov 20 - Nov 21
Hyatt Regency Schaumburg Chicago
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

18. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
United States
Eliana
CA $193
CA $229 total
includes taxes & fees
Nov 22 - Nov 23
Embassy Suites by Hilton Chicago Downtown River North
A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
A terrace with outdoor seating, a view of a control tower, and flags.
A bar area with a bar counter, multiple chairs, and a chandelier.
A restaurant with a central round table surrounded by chairs, a buffet counter with food and drinks, and a large window with a cityscape view.

19. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Richard
CA $298
CA $349 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Chicago O'Hare Airport
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A hotel room with a large bed, a desk, a chair, and a wardrobe.
A modern room with a view of a river and high-rise buildings.
A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

20. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
United States
James
CA $202
CA $282 total
includes taxes & fees
Nov 22 - Nov 23
LondonHouse Chicago, Curio Collection by Hilton
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Winnetka.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

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CA $709
CA $843 total
Nov 22 - Nov 23
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Four Seasons Hotel Chicago
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Trump International Hotel & Tower Chicago

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includes taxes & fees
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The Langham, Chicago

The Langham, Chicago

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CA $733
CA $872 total
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includes taxes & fees
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The Langham, Chicago
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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.

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
A suburban street with a stone house, a tree, and a clear sky.

Top Winnetka Hotel Reviews

River Hotel

River Hotel

8/10 Good
"Great location and friendly staff!"
MARK 1-night trip
Posted less than an hour ago
River Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Clean room, Staff, Breakfast and shops nearby"
SEYED 2-night trip
Posted 2 hours ago
Hotel Riu Plaza Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"The rooms were clean, Really appreciated the host providing a room with separate bathrooms. Breakfast menu was great, fresh omelets."
Mark 2-night trip
Posted 6 hours ago
Hilton Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"The housekeeping was NOT included, so we had to make our own bed or pay and extra 35 USD for the housekeeping"
Francisco 5-night trip
Posted 9 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Winnetka

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Winnetka are calling your name. Known for providing first-rate service in amazing locations, each of the Winnetka 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Winnetka. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Winnetka, Chicago, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Winnetka hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Winnetka?
If you're looking for luxury comfort and lots of amenities on your Winnetka escape, consider Renaissance Chicago North Shore Hotel. This sought-after 4-star hotel offers a swimming pool and limousine services. DoubleTree by Hilton Chicago - North Shore Conference Centre also gets top reviews from Expedia guests. A swimming pool and pillow top mattresses are among its conveniences.
How much does it cost to stay in a 4-star hotel in Winnetka?
To lock in a 4-star hotel in Winnetka that's within your budget, use Expedia's sort and search filters. Browse the availability during your travel dates and use our pricing filter to set your maximum rate. You can also list your results by the cheapest stay first.
  • Search for the lowest price from CA $770
What's the difference between 5-star and 4-star hotels in Winnetka?
Treat yourself to luxury living during your Winnetka getaway by choosing a 4-star hotel. As well as featuring upscale surroundings, these properties are typically packed with amenities, including large beds, bathrobes and more. A 5-star hotel will go the extra mile to make your stay an even more indulgent and special one. Concierge assistance, elegant décor and gourmet dining are only the start of the superior services and conveniences you'll likely have access to.

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