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

Find 4 Star Hotels in Crestwood, IL from $121

Check availability on Crestwood 4 Star Hotels

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Crestwood 4-star hotels

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 modern living room with a sofa set, ottoman, and armchairs.
A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.

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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Carrie
$119 nightly
$141 total
Nov 22 - Nov 23
Total with taxes and fees
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A river with buildings on both sides, a bridge, and a pedestrian walkway.
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.

2. River Hotel

River Hotel
Downtown Chicago
United States
Shelby
$107 nightly
$127 total
Nov 26 - Nov 27
Total with taxes and fees
River Hotel
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.
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

3. The Wade

The Wade
Downtown Chicago
United States
Ashaleigh
$119 nightly
$141 total
Nov 23 - Nov 24
Total with taxes and fees
The Wade
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.
Room
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

4. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Anne
$134 nightly
$159 total
Nov 2 - Nov 3
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile
A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.
A spacious lobby with a central coffee table, sofas, and a large mirror.

5. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Kevin
$122 nightly
$145 total
Nov 22 - Nov 23
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.
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 kitchen with a marble island, fruit bowls, and a city view.

6. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
$229 nightly
$272 total
Nov 23 - Nov 24
Total with taxes and fees
Fairmont Chicago at Millennium Park
A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.
A multi-story building with a prominent entrance featuring a large archway and a sign.
A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.
A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.

7. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
$160 nightly
$190 total
Nov 22 - Nov 23
Total with taxes and fees
Hilton Chicago
A historic building with a prominent entrance, multiple flags, and a classic architectural style.
Bar (on property)
A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.
A spacious lobby with a checkered floor, colorful seating, and large windows.

8. Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
United States
Nelza
$106 nightly
$121 total
Nov 23 - Nov 24
Total with taxes and fees
Warwick Allerton - Chicago
The Intercontinental hotel facade with a large American flag and a floral display.
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.
A spacious living area with a dining table, red leather chairs, a staircase, and a view of the bedroom.

9. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Nellie
$212 nightly
$253 total
Nov 24 - Nov 25
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
A cityscape with tall buildings, a river, and a bridge.
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.
A dining area with a table set for four, large windows offering a cityscape view at dusk.

10. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
osama
$156 nightly
$185 total
Nov 24 - Nov 25
Total with taxes and fees
The Royal Sonesta Chicago Downtown
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 room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.
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.

11. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Dimitri
$161 nightly
$192 total
Nov 22 - Nov 23
Total with taxes and fees
L7 Chicago by LOTTE
A modern interior with a geometric bookshelf filled with books, a bench, and a lamp.
A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.
Exterior
A bar area with a bartender, two seated customers, and a variety of liquor bottles on shelves.

12. Arlo Chicago

Arlo Chicago
Downtown Chicago
United States
Daniel
$138 nightly
$164 total
Nov 23 - Nov 24
Total with taxes and fees
Arlo Chicago
A modern interior with a dining area, sofas, and artwork on the walls.
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.

13. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Canada
Robert
$115 nightly
$136 total
Nov 23 - Nov 24
Total with taxes and fees
Hotel Saint Clair- Magnificent Mile
A modern hotel lobby with a glass ceiling, white seating areas, and a view of the city.
A rooftop bar with a city skyline view, wooden flooring, and bar stools.
A modern building with a unique architectural design, featuring a mix of glass and concrete materials.
A modern hotel room with a cityscape view, a bed, a desk, a coffee machine, and a purple sofa.

14. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
Downtown Chicago
United States
Jo
$126 nightly
$150 total
Nov 23 - Nov 24
Total with taxes and fees
The Godfrey Hotel Chicago
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.
A modern dining area with a bar, seating, and a fireplace.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A modern interior with a staircase, seating area, and a dining space.

15. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
Robert
$143 nightly
$170 total
Nov 22 - Nov 23
Total with taxes and fees
Hotel Felix River North/Magnificent Mile
A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.
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.
A dining table set for six with a cityscape view through large windows.

16. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
United States
Oleg
$175 nightly
$208 total
Nov 26 - Nov 27
Total with taxes and fees
Swissotel - Chicago
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 historic building with classical architecture, a prominent dome, and a modern glass facade.
A modern interior with seating areas, a bar, and large windows offering city views.

17. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
United States
James
$171 nightly
$200 total
Nov 23 - Nov 24
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
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.

18. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
$107 nightly
$127 total
Nov 22 - Nov 23
Total with taxes and fees
Central Loop Hotel
A modern hotel room with a large bed, two armchairs, a small round table, and a view of a cityscape through floor-to-ceiling windows.
A modern hotel room with a large window, a black chair, a small side table, and a lamp.
An outdoor patio area with multiple tables and chairs, umbrellas, and potted plants.
A modern hotel lobby with large windows, a flag, and a coffee station.

19. Loews Chicago Hotel

Loews Chicago Hotel
Downtown Chicago
United States
Rhiannon
$239 nightly
$284 total
Nov 24 - Nov 25
Total with taxes and fees
Loews Chicago Hotel
A room with two chairs and a small table, a large window with a city view at night.
A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.
A bar area with a long counter, multiple stools, and a television screen.
A modern hotel lobby with a large window, seating area, and a reception desk.

20. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Gabriela
$144 nightly
$171 total
Nov 22 - Nov 23
Total with taxes and fees
Eurostars 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 Crestwood.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
$495 nightly
$589 total
Nov 22 - Nov 23
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 8 - Nov 9
Total with taxes and fees
Trump International Hotel & Tower Chicago
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street Chicago IL
$625 nightly
$743 total
Nov 15 - Nov 16
Total with taxes and fees
The Peninsula 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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Overall nice, likely needs upgrades. It’s clean and well kept. Rooms are a bit outdated"
Mari 3-night trip
Posted less than an hour ago
The Royal Sonesta Chicago Downtown
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"This was a phenomenal stay"
Tyvari 3-night trip
Posted less than an hour ago
Eurostars Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Beautiful hotel, dated rooms."
Maria 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"This is a great hotel. Very clean. Comfortable beds. The staff were very friendly and helpful. Excellent location. I would definitely stay here next time I’m in Chicago."
Robyn 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
River Hotel

River Hotel

8/10 Good
"Room was clean at check-in, and cleaned daily by the staff. Plenty to do nearby, can walk just about anywhere."
Phil 4-night trip
Posted 2 hours ago
River Hotel
Hilton Chicago

Hilton Chicago

8/10 Good
"Everyone so nice but long lines to check in."
Elvira 1-night trip
Posted 5 hours ago
Hilton Chicago
Freehand Chicago

Freehand Chicago

8/10 Good
"Good value"
Francis 3-night trip
Posted 23 hours ago
Freehand Chicago

Find out more about Crestwood

Crestwood Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Crestwood, Chicago are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Crestwood 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 Crestwood. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Crestwood, 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 Crestwood hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in Crestwood?
Kick back and relax in 4-star hotel comfort at DoubleTree by Hilton Chicago - Alsip. Ranked highly by many Expedia guests, it offers concierge services and a swimming pool. Also check out DoubleTree by Hilton Chicago Midway Airport. A pillow menu and concierge services make this stay another popular choice in Crestwood.
How much does it cost to stay in a 4-star hotel in Crestwood?
With Expedia's search and sort filters, bagging a top deal on a 4-star hotel in Crestwood just got simpler. Start by entering your chosen arrival date and length of your break. Then list the results by price and choose the option that best suits your budget and style.
  • Search for the lowest price from $548
What's the difference between 5-star and 4-star hotels in Crestwood?
If you decide to vacation at a 4-star hotel in Crestwood, you'll usually find plenty of amenities to make sure you're comfortable, such as a pool, restaurant and gym. You can enjoy top-quality service and upmarket surroundings. Opt for a 5-star hotel and you'll get a few more perks — think on-site spas, 24-hour front desk and nightly turndown services. You'll most likely get extra amenities and first-class services at a 5-star stay, but both are great options for luxury guests.

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