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

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Oct 30 - Nov 1
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Nov 6 - Nov 8

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Our top choices for Crestwood hotels

A modern lobby with a reception desk, a sofa, and large windows offering a view of the outside.

1. Holiday Inn Express Crestwood by IHG

Holiday Inn Express Crestwood by IHG
2.5 star property
Crestwood
7.8 out of 10, Good, (1,000 reviews)
"Everything and everyone was awesome"
United States
David
The price is ļæ„15,844
ļæ„17,742 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Crestwood by IHG
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

2. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,883 reviews)
"It was a very nice stay! We enjoyed the hotel The views were amazing"
United States
James
The price is ļæ„22,623
ļæ„31,579 total
includes taxes & fees
Nov 22 - Nov 23
LondonHouse Chicago, Curio Collection by Hilton
A cityscape with modern high-rise buildings, a river, and a boat.

3. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,507 reviews)
"The hotel was beautiful, great location"
United States
Addison
The price is ļæ„27,561
ļæ„38,385 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Chicago
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

4. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,603 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is ļæ„20,110
ļæ„28,394 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Riu Plaza Chicago
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.

5. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,123 reviews)
"We really enjoyed our stay. The location is great and we enjoyed the amenities and our room."
United States
Amanda
The price is ļæ„20,456
ļæ„24,319 total
includes taxes & fees
Nov 22 - Nov 23
L7 Chicago by LOTTE
A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.

6. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,918 reviews)
"Great location, clean hotel and overall a great place to stay."
United States
Pamela
The price is ļæ„19,371
ļæ„23,029 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Place Chicago/River North
A cityscape with tall buildings, a river, and a bridge.

7. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,679 reviews)
"Location of hotel and room view of river was outstanding!"
United States
Scott
The price is ļæ„20,316
ļæ„29,194 total
includes taxes & fees
Nov 26 - Nov 27
The Royal Sonesta Chicago Downtown
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

8. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,216 reviews)
"Everything was nice location great near a lot shops coffee"
United States
tahira
The price is ļæ„25,245
ļæ„30,014 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Vacation Club Hotel Blake Chicago
A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.

9. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,585 reviews)
"Good location and nice hotel"
United States
Oleg
The price is ļæ„18,355
ļæ„27,371 total
includes taxes & fees
Nov 26 - Nov 27
Swissotel - Chicago
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

10. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,996 reviews)
"Great stay!"
United States
Miya
The price is ļæ„17,529
ļæ„25,881 total
includes taxes & fees
Nov 23 - Nov 24
Hotel 505 River North
A modern building with a colorful facade and a red circular seating area.

11. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,374 reviews)
"Absolutely loved it would stay again"
United States
Katarina
The price is ļæ„18,269
ļæ„21,721 total
includes taxes & fees
Nov 23 - Nov 24
citizenM Chicago Downtown
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

12. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,974 reviews)
"Iā€™d stay here again."
United States
Eliana
The price is ļæ„19,946
ļæ„23,711 total
includes taxes & fees
Nov 22 - Nov 23
Embassy Suites by Hilton Chicago Downtown River North
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

13. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,327 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is ļæ„31,341
ļæ„42,882 total
includes taxes & fees
Nov 23 - Nov 24
Fairmont Chicago at Millennium Park
A modern hotel lobby with a glass ceiling, white seating areas, and a view of the city.

14. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,594 reviews)
"Great place to stay!"
United States
Hector
The price is ļæ„18,269
ļæ„25,260 total
includes taxes & fees
Nov 24 - Nov 25
The Godfrey Hotel Chicago
A hotel room with a large window offering a city view, a bed, a desk, and a chair.

15. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,099 reviews)
"Great location Staff was terrific"
United States
Richard
The price is ļæ„17,348
ļæ„20,626 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Chicago Magnificent Mile
The Intercontinental hotel facade with a large American flag and a floral display.

16. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,413 reviews)
"Nice stay good staff, great location"
United States
Nellie
The price is ļæ„29,608
ļæ„40,712 total
includes taxes & fees
Nov 25 - Nov 26
InterContinental Chicago Magnificent Mile by IHG
A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

17. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,430 reviews)
"Great location and friendly staff"
United States
William
The price is ļæ„15,786
ļæ„23,576 total
includes taxes & fees
Nov 22 - Nov 23
Silversmith Hotel Chicago Downtown
A modern interior with a geometric bookshelf filled with books, a bench, and a lamp.

18. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,424 reviews)
"Outstanding hotel highly recommend staying here!!!!"
United States
Daniel
The price is ļæ„20,247
ļæ„29,019 total
includes taxes & fees
Nov 23 - Nov 24
Arlo Chicago
A modern hotel lobby with a bar area, seating arrangements, and a television screen.

19. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,717 reviews)
"Amazing location everything is close by"
United States
Vansh
The price is ļæ„17,513
ļæ„20,822 total
includes taxes & fees
Nov 23 - Nov 24
Cambria Hotel Chicago Loop - Theatre District
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

20. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,346 reviews)
"Stayed during Lollapalooza and loved it."
United States
Jena
The price is ļæ„17,240
ļæ„20,497 total
includes taxes & fees
Nov 22 - Nov 23
Aloft by Marriott Chicago Mag Mile
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.
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Stay near popular Crestwood attractions

Hollywood Park

This family entertainment center offers go-karts, mini-golf, bumper cars, and a multi-floor arcade all in one vibrant location. Enjoy chef-crafted meals between activities for a complete day of fun.
See properties

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 MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"The staff is very friendly and professional."
Withanage Gayani 2-night trip
Posted 1 hour ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

More cheap stays in Crestwood

Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

9625 S 76th Ave Bridgeview IL
The price is ļæ„9,700 per night from Nov 4 to Nov 5
ļæ„9,700
ļæ„10,862 total
Nov 4 - Nov 5
includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Crestwood?
River Hotel, located 17 mi (27.3 km) from the heart of Crestwood, is a top choice for your stay based on our traveler data. Two other choices for your stay in the area are Congress Plaza Hotel and The Chicago Hotel Collection Ambassador Gold Coast. See all available top hotels, or vacation rentals in Crestwood.
What's the top vacation rental that Crestwood has to offer?
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: Visitors like this Crestwood vacation home rental. It is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Crestwood.
If I need to cancel my hotel reservation in Crestwood, will I receive a refund?
Yes! Most hotel reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Crestwood.
Where can I learn more about changing or cancelling my trip to Crestwood?
To access more information about rescheduling or cancelling your trip to Crestwood, head over to our customer service page.
What is the favorite LGBTQ-friendly accommodation in Crestwood?
Holiday Inn Express Crestwood by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. See all available hotels listed as LGBTQ-friendly in Crestwood.
What's the best accommodation near O'Hare International Airport (ORD)?
Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.
How is it to stay in Crestwood?
Visitors to Crestwood are sure to enjoy the restaurants and shopping. Tourists can also enjoy so much more including its entertainment choices. A top sight in the area is Soldier Field. In Crestwood, there are 2 hotels and other accommodations to choose from. Find out more about Crestwood.
What should I see while I'm in Crestwood?
A favorite place to visit is Hollywood Park. Additionally, you'll find Soldier Field in the area. Check out what more to see and do in Expedia's Crestwood guide.
What's the seasonal weather like in Crestwood?
The hottest months are usually July and August with an average temp of 71Ā°F, while the coldest months are January and February with an average of 31Ā°F. Average annual precipitation for Crestwood is 47 inches.

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