Lodging Image

Compare and book 4 Star hotels in Winnetka, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winnetka 4 Star Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Winnetka 4-star hotels

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 hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A conference room with a long table, chairs, and a vase.

1. River Hotel

River Hotel
Downtown Chicago
United States
Jose
3.936.425 ₫
4.679.986 ₫ total
includes taxes & fees
25 Oct - 26 Oct
River Hotel
A spacious lobby with a central coffee table, sofas, and a large mirror.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.
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
Cindy
3.698.920 ₫
4.397.646 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection Ambassador Gold Coast
A grand lobby with a central bar, high ceilings, and classical architecture.
A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.
A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.
A modern living room with a sofa set, ottoman, and armchairs.

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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Carrie
5.148.528 ₫
6.121.084 ₫ total
includes taxes & fees
25 Oct - 26 Oct
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 hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
4.288.801 ₫
5.858.298 ₫ total
includes taxes & fees
30 Oct - 31 Oct
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 modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
Canada
Jan
3.538.591 ₫
4.207.030 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection - Magnificent Mile
The Intercontinental hotel facade with a large American flag and a floral display.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A person sitting by a window with a cityscape view.

6. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Reginald
5.484.864 ₫
7.426.476 ₫ total
includes taxes & fees
31 Oct - 1 Nov
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 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.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Jeffrey Thomas
4.757.085 ₫
5.655.697 ₫ total
includes taxes & fees
11 Nov - 12 Nov
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
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 rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

8. The Wade

The Wade
Downtown Chicago
United States
Erin
3.285.744 ₫
3.906.423 ₫ total
includes taxes & fees
12 Nov - 13 Nov
The Wade
A modern building with a glass facade and a curved structure.
A reception area with a marble wall, multiple reception counters, and a modern design.
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
4.156.337 ₫
4.737.394 ₫ total
includes taxes & fees
23 Oct - 24 Oct
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 multi-level hotel lobby with a glass elevator, a seating area, and a dining space.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Mercy
6.157.536 ₫
8.243.548 ₫ total
includes taxes & fees
31 Oct - 1 Nov
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 laundry area with a washing machine, a dryer, and an ice dispenser.
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.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
ARLEEN
3.241.424 ₫
3.918.555 ₫ total
includes taxes & fees
2 Nov - 3 Nov
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 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 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
6.575.110 ₫
8.740.002 ₫ total
includes taxes & fees
12 Nov - 13 Nov
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 restaurant interior with a stone accent wall, a bar area, and a seating section.
Exterior

13. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
Kasha
5.665.968 ₫
6.458.071 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Loews Chicago O'Hare Hotel
A dining area with a table set for four, large windows offering a cityscape view at dusk.
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.
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.

14. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
Jordyn
5.407.248 ₫
7.256.581 ₫ total
includes taxes & fees
9 Nov - 10 Nov
The Royal Sonesta Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A hotel room with a large bed, a TV, a desk, and a chair.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
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.

15. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
3.104.123 ₫
3.690.491 ₫ total
includes taxes & fees
1 Nov - 2 Nov
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 hotel room with two beds, a dining table with chairs, a city view, and a minibar.
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
Alexandra
2.789.001 ₫
4.177.122 ₫ total
includes taxes & fees
25 Oct - 26 Oct
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 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.
A spacious lobby with a modern design, featuring a reception desk, seating area with sofas and chairs, and large windows providing natural light.

17. Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago
Schaumburg
United States
Carrie
3.725.568 ₫
4.283.658 ₫ total
includes taxes & fees
18 Oct - 19 Oct
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 spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

18. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
United States
Eliana
4.376.249 ₫
5.202.922 ₫ total
includes taxes & fees
1 Nov - 2 Nov
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 restaurant with a central round table surrounded by chairs, a buffet counter with food and drinks, and a large window with a cityscape view.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.

19. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Richard
5.893.642 ₫
6.918.546 ₫ total
includes taxes & fees
7 Nov - 8 Nov
Hilton Chicago O'Hare Airport
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.
A modern hotel room with a desk, a sofa, a coffee machine, a TV, and a unique wall art piece.
A modern room with a view of a river and high-rise buildings.

20. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Keeven
5.915.633 ₫
7.802.529 ₫ total
includes taxes & fees
1 Nov - 2 Nov
LondonHouse Chicago, Curio Collection by Hilton
Save an average of 15% on thousands of hotels when you're signed in

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
13.453.440 ₫
15.994.796 ₫ total
1 Nov - 2 Nov
includes taxes & fees
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
11.933.460 ₫
14.187.687 ₫ total
1 Nov - 2 Nov
includes taxes & fees
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
13.867.392 ₫
16.486.942 ₫ total
1 Nov - 2 Nov
includes taxes & fees
The Langham, Chicago
Still don't see what you're looking for?
See all properties in Winnetka.
You can also use these popular filters to refine your search.
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

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"Very convenient to just walk to your hotel from the airport. Comfortable room. Excellent Fitness facility. I really liked it except for the price! $$$$"
Marcia 1-night trip
Posted 4 hours ago
Hilton Chicago O'Hare Airport
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Nice and quiet"
Alex 5-night trip
Posted 5 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Freehand Chicago

Freehand Chicago

10/10 Excellent
"Perfect location for Chicago marathoners."
Eugene 1-night trip
Posted 6 hours ago
Freehand Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Just as always- clean and efficient. staff is always helpful and goes above and beyond. Even housekeeping is top notch. do yourself a favor and get the guest benefits pkg. treat yourself!"
Angela 1-night trip
Posted 8 hours ago
The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

What are the best 4-star hotels in Winnetka?
Renaissance Chicago North Shore Hotel is a 4-star hotel in Winnetka that's popular among Expedia customers. Concierge services and designer toiletries are just a couple of its amenities. Travellers also recommend DoubleTree by Hilton Chicago - North Shore Conference Centre. From concierge services to a swimming pool, it features conveniences that cater to every aspect of your relaxation and enjoyment.
How much does it cost to stay in a 4-star hotel in Winnetka?
Expedia can help you easily find the ideal 4-star hotel for your trip to Winnetka. Use our filter tool to tailor your search by things like price, conveniences and star rating and get access to terrific deals in a few clicks.
  • Search for the lowest price from 14.187.687 ₫
What's the difference between 5-star and 4-star hotels in Winnetka?
Treat yourself to luxury during your Winnetka holiday by staying at a 4-star hotel. As well as featuring upscale accommodation, these properties are typically packed with amenities like large beds, bathrobes and more. A 5-star hotel will go the extra mile to make your stay an even more indulgent and unforgettable one. Concierge assistance, elegant décor and gourmet dining are just the start of the exclusive conveniences and services you'll likely have access to.

Explore a world of travel with Expedia