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Find 4 Star Hotels in Winnetka, IL from $136

Check availability on Winnetka 4 Star Hotels

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Oct 21 - Oct 22
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Oct 22 - Oct 23
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Oct 23 - Oct 25
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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 conference room with a long table, chairs, and a vase.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A man in a suit sitting by a window with a vase of red flowers.

1. River Hotel

River Hotel
Downtown Chicago
United States
Rebecca
$152 nightly
$181 total
Nov 1 - Nov 2
Total with taxes and fees
River Hotel
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 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.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Christian
$121 nightly
$143 total
Nov 11 - Nov 12
Total with taxes and fees
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 round dining table, bar stools, a purple armchair, and a sofa with cushions.
A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.
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
$169 nightly
$201 total
Nov 1 - Nov 2
Total with taxes and fees
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 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.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
$185 nightly
$220 total
Nov 14 - Nov 15
Total with taxes and fees
Hilton Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.
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.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Anne
$142 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
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
Said Lopez
$241 nightly
$287 total
Oct 31 - Nov 1
Total with taxes and fees
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 restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Amanda
$172 nightly
$204 total
Nov 1 - Nov 2
Total with taxes and fees
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
Ashaleigh
$142 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
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 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.

9. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Christian
$161 nightly
$183 total
Oct 24 - Oct 25
Total with taxes and fees
Hyatt Regency O'Hare Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
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.
A bar with a circular liquor display, seating with stools, and a city view through large windows.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Addison
$284 nightly
$338 total
Oct 31 - Nov 1
Total with taxes and fees
Hyatt Regency Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.
A modern interior with a dining area, sofas, and artwork on the walls.
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 hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Canada
Robert
$115 nightly
$136 total
Nov 1 - Nov 2
Total with taxes and fees
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 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.

12. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
$329 nightly
$391 total
Oct 25 - Oct 26
Total with taxes and fees
Fairmont Chicago at Millennium Park
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.
Exterior
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.

13. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
Arnulfo
$219 nightly
$250 total
Oct 23 - Oct 24
Total with taxes and fees
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 rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.
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
Ebony
$196 nightly
$233 total
Nov 1 - Nov 2
Total with taxes and fees
The Royal Sonesta Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
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.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

15. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
$128 nightly
$152 total
Oct 25 - Oct 26
Total with taxes and fees
Central Loop Hotel
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.
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.
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
$154 nightly
$184 total
Nov 11 - Nov 12
Total with taxes and fees
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 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 modern seating, a bar area, and a high ceiling with reflective panels.
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
EDGAR
$127 nightly
$146 total
Nov 20 - Nov 21
Total with taxes and fees
Hyatt Regency Schaumburg Chicago
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

18. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
United States
Eliana
$133 nightly
$181 total
Nov 1 - Nov 2
Total with taxes and fees
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 bar area with a bar counter, multiple chairs, and a chandelier.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.
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
$223 nightly
$262 total
Nov 8 - Nov 9
Total with taxes and fees
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 living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.
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
James
$241 nightly
$282 total
Nov 1 - Nov 2
Total with taxes and fees
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

120 East Delaware Place Chicago IL
$520 nightly
$618 total
Nov 15 - Nov 16
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
$461 nightly
$548 total
Nov 1 - Nov 2
Total with taxes and fees
9.6/10 Exceptional! (2,055 reviews)
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
$522 nightly
$621 total
Nov 15 - Nov 16
Total with taxes and fees
9.8/10 Exceptional! (1,001 reviews)
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 theater.

See all hotels in Winnetka
A suburban street with a stone house, a tree, and a clear sky.

Top Winnetka Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The location is excellent - right on the Magnificent Mile near the Harry Potter store and the giant Starbucks. The lobby is very classy and the room was clean and comfortable. Overall a very good value, significantly less expensive than nearby name brand options."
Douglas Roy 4-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
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 2 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"We waited at cocktail table in lobby bar over 20 min and No One came to our table to take bar order, left and tried go to roof top bar but iy was raining...short staffing, very few guest were at actual bar, dissapointing to not to be served or Noticed...we went next door to get drinks!"
Thomas 4-night trip
Posted 3 hours ago
Hotel Riu Plaza Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"From check in with Mercy to daily hellos from security, Shaun, our stay felt like home. Friendly, polite and always helpful. The staff are the best part of this beautiful hotel."
Scott 4-night trip
Posted 3 hours ago
Hilton Chicago

Find out more about Winnetka

Winnetka Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Winnetka, Chicago are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Winnetka 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Winnetka. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Winnetka, Chicago, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Winnetka hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in Winnetka?
If you're looking for high-quality comfort and plenty of amenities on your Winnetka retreat, consider Renaissance Chicago North Shore Hotel. This leading 4-star hotel comes with limousine services and proposal/romance packages. DoubleTree by Hilton Chicago - North Shore Conference Center also gets rave reviews from Expedia travelers. A pillowtop mattress and a swimming pool are among its conveniences.
How much does it cost to stay in a 4-star hotel in Winnetka?
To find a 4-star hotel in Winnetka that fits your budget, make use of Expedia's search and sort filters. Browse what's available during your preferred dates and use our pricing filter to set your limit. You can also list your results by the cheapest stay first.
  • Search for the lowest price from $548
What's the difference between 5-star and 4-star hotels in Winnetka?
Offering an inviting traveler experience and upmarket surroundings, 4-star hotels are a great option for your Winnetka vacation. These kinds of accommodations generally feature lots of handy amenities that make it simple to kick back and relax — think 24-hour room service, pools and restaurants. Or enjoy even more lavishness at a 5-star hotel designed to spoil you with high-end perks and amenities. 24-hour front desk, complimentary toiletries and gourmet dining are typically included at these plush retreats.

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