A serene lake with reflections of trees and a cloudy sky.

4 Stars Hotels in Crestwood, Chicago from CA $217

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Check availability on Crestwood 4 Star Hotels

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Crestwood 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 conference room with a long table, chairs, and a vase.

1. River Hotel

River Hotel
Downtown Chicago
United States
Rebecca
CA $215
CA $256 total
includes taxes & fees
Nov 1 - Nov 2
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 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.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Christian
CA $202
CA $240 total
includes taxes & fees
Nov 11 - Nov 12
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 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.

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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Carrie
CA $247
CA $294 total
includes taxes & fees
Oct 25 - Oct 26
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 hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A conference room with a long table, chairs, and a large screen.
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
CA $239
CA $326 total
includes taxes & fees
Nov 13 - Nov 14
Hilton Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
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.
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
Frankieta
CA $183
CA $217 total
includes taxes & fees
Nov 1 - Nov 2
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 lying on a bed with a bottle of champagne, surrounded by food and a magazine.
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 $300
CA $406 total
includes taxes & fees
Oct 31 - Nov 1
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 bar area with a long counter, multiple shelves of bottles, and four bar stools.
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
Jeffrey Thomas
CA $232
CA $276 total
includes taxes & fees
Nov 1 - Nov 2
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
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
Sheilaann
CA $201
CA $239 total
includes taxes & fees
Nov 1 - Nov 2
The Wade
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 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.

9. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Addison
CA $337
CA $451 total
includes taxes & fees
Oct 31 - Nov 1
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 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.

10. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Canada
Robert
CA $188
CA $227 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Saint Clair- Magnificent Mile
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 Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.
A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.

11. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
CA $423
CA $553 total
includes taxes & fees
Oct 25 - Oct 26
Fairmont Chicago at Millennium Park
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.

12. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
Jordyn
CA $239
CA $329 total
includes taxes & fees
Nov 1 - Nov 2
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.

13. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
CA $209
CA $249 total
includes taxes & fees
Oct 25 - Oct 26
Central Loop Hotel
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A person pouring a drink into a glass with ice and an orange slice garnish.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.

14. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
carol
CA $153
CA $229 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Felix River North/Magnificent Mile
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 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.

15. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
United States
Eliana
CA $215
CA $256 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Chicago Downtown River North
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 bar area with a long counter, blue bar stools, and a variety of bottles and glasses.
A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

16. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
United States
James
CA $314
CA $415 total
includes taxes & fees
Nov 15 - Nov 16
LondonHouse Chicago, Curio Collection by Hilton
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.
A spacious indoor area with multiple tables and chairs, large windows, and a bar area.
A high-rise hotel with a modern design, featuring a prominent 'HYATT' sign, multiple floors, and a well-lit facade.

17. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
South Loop
Canada
Najma
CA $395
CA $511 total
includes taxes & fees
Oct 23 - Oct 24
Hyatt Regency McCormick Place Chicago
A dining table set for six with a cityscape view through large windows.
The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.
A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.
A modern hotel room with a large window offering a cityscape view, a green sofa, two armchairs, and a coffee table with flowers.

18. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
United States
Hilary
CA $318
CA $428 total
includes taxes & fees
Nov 9 - Nov 10
Swissotel - Chicago
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.
A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

19. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Shanequa
CA $268
CA $367 total
includes taxes & fees
Nov 12 - Nov 13
Sable at Navy Pier Chicago, Curio Collection by Hilton
A modern rooftop lounge with white seating, a glass ceiling, and city views.
A modern building with a unique architectural design, featuring a mix of glass and concrete materials.
A modern lounge area with seating and tables, large windows offering city views, and a high ceiling with exposed ductwork.
A rooftop bar with a city skyline view, wooden flooring, and bar stools.

20. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
Downtown Chicago
United States
Jo
CA $180
CA $246 total
includes taxes & fees
Nov 12 - Nov 13
The Godfrey Hotel Chicago
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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 Crestwood.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
CA $731
CA $869 total
Nov 15 - Nov 16
includes taxes & fees
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
CA $652
CA $775 total
Nov 1 - Nov 2
includes taxes & fees
9.6/10 Exceptional! (2,051 reviews)
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
CA $741
CA $881 total
Nov 15 - Nov 16
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 Crestwood

Explore the sprawling Playfield Park where locals gather for weekend softball tournaments and picnics under shady oak trees. Visit Caesar Park's splash pad in summer, then grab a slice at the family-owned Aurelio's Pizza that's been serving locals since 1959.

See all hotels in Crestwood
A serene lake with reflections of trees and a cloudy sky.

Top Crestwood Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"."
Moira 3-night trip
Posted 2 hours ago
Hyatt Regency Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"Great location, friendly and helpful staff, nice room layout. The only improvement that could be made is the valet parking."
Phallen 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"The hotel is in a great location. The room was decent and so was the breakfast. We were entitled to vouchers for breakfast, cocktails and dinner as well as water bottles. At check-in, it would have been nice to be told that and get those vouchers. We had to ask for them the next day after reading a message received from the hotel. It would be nice also at check-in to let us know that housekeeping is every other day. Overall we still had a good stay."
Carlos 4-night trip
Posted 4 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Freehand Chicago

Freehand Chicago

10/10 Excellent
"It was comfortable"
Ece 4-night trip
Posted 1 day ago
Freehand Chicago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"The staff was 10/10."
Nomar Alfonzo 5-night trip
Posted 2 days ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Find out more about Crestwood

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 Crestwood are calling your name. Known for providing first-rate service in amazing locations, each of the Crestwood 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 Crestwood. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Crestwood, 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 Crestwood hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Crestwood?
DoubleTree by Hilton Chicago - Alsip is a 4-star hotel in Crestwood that's a favourite among Expedia travellers. A swimming pool and concierge services are some of its many amenities. Travellers also love DoubleTree by Hilton Chicago Midway Airport. From a swimming pool to concierge services, it features conveniences that cater to all aspects of your entertainment and relaxation.
How much does it cost to stay in a 4-star hotel in Crestwood?
With Expedia's filter tool, landing a top deal on a 4-star hotel in Crestwood just got easier. Start by keying in your chosen arrival date and length of your vacation. Then list the results by price and pick the option that best suits your budget and style.
  • Search for the lowest price from CA $775
What's the difference between 5-star and 4-star hotels in Crestwood?
Offering an inviting traveller experience and upscale décor, 4-star hotels are an excellent option for your Crestwood break. These types of stays generally come with lots of useful amenities that make it simple to kick back and relax — think large beds, bathrobes, pools and gyms. Or enjoy even more lavishness at a 5-star hotel designed to spoil you with high-end perks and amenities. Round-the-clock concierge service, premium toiletries and gourmet dining are typically included at these deluxe properties.

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