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4 Stars Hotels in Winnetka, Chicago from CA $175

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Check availability on Winnetka 4 Star Hotels

Tonight
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Winnetka 4-star hotels

A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
A bar area with a bar counter, multiple chairs, and a chandelier.
A terrace with outdoor seating, a view of a control tower, and flags.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
marlo
CA $366
CA $429 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Chicago O'Hare Airport
A cityscape with high-rise buildings, a marina, and a waterfront.
A modern hotel lobby with a sectional sofa, round tables, and chairs, a flat-screen TV, and large windows offering city views.
An outdoor seating area with fire pits, cushioned seating, and a glass building facade.
A high-rise hotel with a modern design, featuring a prominent 'HYATT' sign, multiple floors, and a well-lit facade.

2. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
Near South Side
United States
Robert
CA $305
CA $403 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Regency McCormick Place Chicago
A spacious lobby with a central coffee table, sofas, and a large mirror.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.
A spacious lobby with high ceilings, large arched windows, and a grand staircase.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Alma
CA $199
CA $236 total
includes taxes & fees
Sep 2 - Sep 3
The Chicago Hotel Collection Ambassador Gold Coast
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 reception area with a marble wall, multiple reception counters, and a modern design.
A conference room with a long table, purple chairs, and framed pictures on the walls.

4. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Julie
CA $249
CA $284 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency O'Hare Chicago
A modern kitchen with a marble island, fruit bowls, and a city view.
A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.
A modern bar area with a central bar, seating, and a distinctive ceiling design.
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

5. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Brett
CA $291
CA $395 total
includes taxes & fees
Sep 8 - Sep 9
Fairmont Chicago at Millennium Park
A spacious hotel lobby with a bar area, dining tables, and a central seating area.
A hotel with a classic facade, multiple flags, and a prominent entrance.
A modern living room with a fireplace, leather armchairs, a sofa, and a coffee table.

6. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
United States
Anthony
CA $219
CA $305 total
includes taxes & fees
Sep 7 - Sep 8
The Allegro Royal Sonesta Hotel Chicago Loop
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A cityscape with modern high-rise buildings, a river, and a boat.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.
A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

7. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Abdulsamad
CA $273
CA $374 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency Chicago
A large, multi-story hotel with a prominent entrance and classical architectural details.
A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.
A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.
A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.

8. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
CA $235
CA $321 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago
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.
The Intercontinental hotel facade with a large American flag and a floral display.
A large indoor swimming pool with clear lanes, a sunlit ceiling with geometric patterns, and a seating area with chairs and tables on one side.

9. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Huston C.
CA $335
CA $447 total
includes taxes & fees
Sep 8 - Sep 9
InterContinental Chicago Magnificent Mile by IHG
A rooftop lounge with outdoor seating and a city skyline view.
A revolving door with intricate designs, leading to a well-lit interior with a polished floor.
An indoor cafe with tables and chairs, large windows, and a view of the cityscape.
A spacious living area with a green sofa, a coffee table, and a bookshelf filled with plants and decorative items.

10. Pendry Chicago

Pendry Chicago
Downtown Chicago
United States
Mariah
CA $539
CA $698 total
includes taxes & fees
Sep 7 - Sep 8
Pendry Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

11. The Wade

The Wade
Downtown Chicago
Canada
Ayomikun Jedidiah
CA $235
CA $279 total
includes taxes & fees
Sep 7 - Sep 8
The Wade
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A conference room with a long table, chairs, and a vase.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

12. River Hotel

River Hotel
Downtown Chicago
United States
Meri
CA $193
CA $230 total
includes taxes & fees
Sep 7 - Sep 8
River Hotel
A dining area with a table set for four, large windows offering a cityscape view at dusk.
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 modern interior with a central fireplace, seating area, and wall-mounted lighting.
A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
ShaRona
CA $252
CA $344 total
includes taxes & fees
Sep 7 - Sep 8
The Royal Sonesta Chicago Downtown
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.

14. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Girivasan
CA $359
CA $426 total
includes taxes & fees
Sep 1 - Sep 2
L7 Chicago by LOTTE
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A restaurant interior with brick walls, wooden tables and chairs, and a bar area.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A bar with a brick archway, wooden bar counter, and stools.

15. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
United Kingdom
Simon
CA $205
CA $243 total
includes taxes & fees
Sep 7 - Sep 8
Club Quarters Hotel, Central Loop, Chicago
A modern kitchen with stainless steel appliances, a built-in microwave, and a coffee maker.
A conference room with tables, chairs, a projector, and a screen displaying "LOEWS HOTELS".
A bar area with a round table, two glasses, a potted plant, and a wine bottle.
A hotel corridor with a patterned carpet, a door with a number, and wall-mounted lights.

16. Loews Chicago Hotel

Loews Chicago Hotel
Downtown Chicago
United States
Elisa
CA $294
CA $400 total
includes taxes & fees
Sep 7 - Sep 8
Loews Chicago Hotel
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.
A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.
A spacious lobby with a marble floor, a reception desk, and a glass partition.

17. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
United States
Adam
CA $244
CA $330 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Riu Plaza Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.
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.

18. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
TaShandra
CA $179
CA $213 total
includes taxes & fees
Sep 2 - Sep 3
The Chicago Hotel Collection - Magnificent Mile
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.
A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.
A laundry area with a washing machine, a dryer, and an ice dispenser.
A modern interior with a dining area, sofas, and artwork on the walls.

19. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
LuShana
CA $145
CA $175 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Saint Clair- Magnificent Mile
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A person pouring a drink into a glass with ice and an orange slice garnish.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.

20. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
CA $179
CA $259 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Felix River North/Magnificent Mile
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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

120 East Delaware Place Chicago IL
CA $758
CA $901 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
CA $704
CA $837 total
Sep 7 - Sep 8
includes taxes & fees
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
CA $854
CA $1,016 total
Sep 7 - Sep 8
includes taxes & fees
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

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"."
Tinatin 1-night trip
Posted less than an hour ago
The Allegro Royal Sonesta Hotel Chicago Loop
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Staff is friendly and helpful. The only issue I had was no refrigerator in our rooms."
Rebecca 3-night trip
Posted 3 hours ago
Club Quarters Hotel, Central Loop, Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Location near the lake and very walkable to train, bus stations, restaurants and stores. Room was not very well cleaned"
Lilliam 3-night trip
Posted 4 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"The beds and pillows were so so.. clean rooms. The shower didn’t have great pressure and there was no bathroom fan. Great location Friendly staff Would stay there again"
SIMONA A 2-night trip
Posted 4 hours ago
Hyatt Regency Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"We stayed for one night at this beautiful and historic hotel. We enjoyed walking through the lobby looking at the history setup they had. The rooms were clean, the view from our room was amazing. We had a lake view + a view of the Buckingham Fountain. The staff was super helpful they were posted throughout the lobby floor ready to help and direct you to your destination. We had the breakfast buffet and the food was great, they had a good variety of breakfast food."
Antonio 1-night trip
Posted 4 hours ago
Hilton Chicago
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

10/10 Excellent
"Love the layout. Great location. Super easy check in and check out"
Maren 3-night trip
Posted 1 day ago
Kasa Magnificent Mile Chicago

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 $837
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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