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Find 4 Star Hotels in Winnetka, IL from $130

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Check availability on Winnetka 4 Star Hotels

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Oct 2 - Oct 3
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Oct 3 - Oct 4
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Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 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.

1. River Hotel

River Hotel
Downtown Chicago
United States
Jared
$167 nightly
$199 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 lobby with high ceilings, large arched windows, and a grand staircase.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.
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
Marta
$143 nightly
$170 total
Nov 1 - Nov 2
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 grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.

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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Amanda
$183 nightly
$218 total
Oct 25 - Oct 26
Total with taxes and fees
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A large, historic building with a central courtyard surrounded by trees.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
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.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
$190 nightly
$226 total
Oct 30 - Oct 31
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.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
carla
$152 nightly
$181 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 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
Kenan
InterContinental Chicago Magnificent Mile by IHG
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 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
Emily
$214 nightly
$255 total
Nov 2 - Nov 3
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 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 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.

8. The Wade

The Wade
Downtown Chicago
United States
Erin
$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 conference room with a long table, purple chairs, and framed pictures on the walls.
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.

9. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Alison
$161 nightly
$183 total
Oct 23 - Oct 24
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 bar with a circular liquor display, seating with stools, and a city view through large windows.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.
A cityscape with modern high-rise buildings, a river, and a boat.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Mark
$277 nightly
$329 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 hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.
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 modern interior with a dining area, sofas, and artwork on the walls.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Adhba
$128 nightly
$152 total
Nov 2 - Nov 3
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 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.
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
$199 nightly
$237 total
Oct 31 - Nov 1
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.
A restaurant interior with a stone accent wall, a bar area, and a seating section.
Exterior
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
MARY
$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 modern interior with a central fireplace, seating area, and wall-mounted lighting.
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
ShaRona
$211 nightly
$251 total
Nov 3 - Nov 4
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 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
$110 nightly
$130 total
Nov 1 - Nov 2
Total with taxes and fees
Central Loop Hotel
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.

16. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Netherlands
Shyreen
$151 nightly
$180 total
Oct 25 - Oct 26
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 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
$127 nightly
$146 total
Oct 11 - Oct 12
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 spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
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
$169 nightly
$201 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 modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.
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.

19. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Samuel
$204 nightly
$240 total
Oct 30 - Oct 31
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 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.
A modern hotel room with a desk, a sofa, a coffee machine, a TV, and a unique wall art piece.

20. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Sharee
$261 nightly
$311 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
$525 nightly
$624 total
Nov 1 - Nov 2
Total with taxes and fees
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! (2,039 reviews)
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
$570 nightly
$678 total
Oct 25 - Oct 26
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 Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location in the middle of et; amazing view of the river;"
Ramona 3-night trip
Posted less than an hour ago
The Royal Sonesta Chicago Downtown
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Staff was friendly and helpful. Room is very nice."
Tim 2-night trip
Posted 1 hour ago
Hotel Saint Clair- Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Stayed for a couple of days with my wife, no real issues. Room was clean and well-maintained, bed was comfortable. We did not op for the vip package so we were room only. All our needs were met and we would come back!"
Fabio A 5-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Slight wear and tear on the furniture dates the place and I wish the rooms were brighter, but excellent location and great value. Loved the shower!"
Kholood 2-night trip
Posted 3 hours ago
Eurostars Magnificent Mile
Freehand Chicago

Freehand Chicago

10/10 Excellent
"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"
Paul 1-night trip
Posted 23 hours ago
Freehand 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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