Crestwood hotels from HK$431

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24 Dec - 25 Dec
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25 Dec - 26 Dec
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26 Dec - 28 Dec
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Our top choices for Crestwood hotels

Free buffet breakfast
Holiday Inn Express Crestwood by IHG

Holiday Inn Express Crestwood by IHG

Holiday Inn Express Crestwood by IHG
2.5 star property
Crestwood
7.8 out of 10, Good, (1001)
"The staff, room, and overall location was perfect. "
United States
David
The price is HK$614
HK$688 total
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn Express Crestwood by IHG
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2658)
"It's an excellent place."
United States
Jose
The price is HK$455
HK$671 total
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand Chicago
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9697)
"Wonderful stay!"
United States
Zach
The price is HK$1,610
HK$1,890 total
includes taxes & fees
31 Dec - 1 Jan 2026
Congress Plaza Hotel
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2964)
"Great place to stay"
United States
Elisha
The price is HK$669
HK$785 total
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3006)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is HK$529
HK$849 total
includes taxes & fees
4 Jan - 5 Jan 2026
Warwick Allerton - Chicago
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3789)
"Clean room, good location, friendly staff"
United States
Zacharias
The price is HK$595
HK$699 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Whitehall Hotel, BW Premier Collection
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4856)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is HK$581
HK$683 total
includes taxes & fees
25 Dec - 26 Dec
River Hotel
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1051)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is HK$762
HK$1,123 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2284)
"Great staff and restaurants!!"
United States
Abigale
The price is HK$665
HK$1,046 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Snack bar
Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1462)
"The staff was super friendly at check-in and the bartender was very nice!"
United States
Jennifer
The price is HK$684
HK$803 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cambria Hotel Chicago Loop - Theatre District
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3510)
"Really nice hotel"
United States
Saulius
The price is HK$793
HK$931 total
includes taxes & fees
25 Dec - 26 Dec
voco Chicago Downtown - Riverwalk by IHG
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1492)
"Nice stay"
United States
Michelle
The price is HK$504
HK$820 total
includes taxes & fees
18 Jan - 19 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3038)
"Great rooms, love the bar and amazing breakfast!"
United States
Michelle
The price is HK$775
HK$1,129 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Riu Plaza Chicago
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3157)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is HK$728
HK$855 total
includes taxes & fees
22 Jan - 23 Jan 2026
Eurostars Magnificent Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2761)
"Excellent place to stay "
United States
Teniesha
The price is HK$657
HK$1,000 total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3330)
"Great hotel "
United States
Anthony
The price is HK$582
HK$683 total
includes taxes & fees
25 Dec - 26 Dec
Club Quarters Hotel, Central Loop, Chicago
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2014)
"Great stay"
United States
Kramer
The price is HK$581
HK$683 total
includes taxes & fees
25 Dec - 26 Dec
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2004)
"Great location, clean hotel"
United States
Andre
The price is HK$684
HK$986 total
includes taxes & fees
28 Dec - 29 Dec
Millennium Knickerbocker Chicago
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2198)
"Great location, easy parking. "
United States
Maria
The price is HK$663
HK$779 total
includes taxes & fees
7 Jan - 8 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby sitting area
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2467)
"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/Magnificent 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

Enjoy the thrill rides with your children at Hollywood Park during your trip to Crestwood. Visit the shops in this family-friendly area or simply enjoy its restaurants.
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
Reflection on Lake at Dusk at Turtlehead Lake Nature Preserve in Orland Park, IL (Suburban Chicago)

Top Crestwood Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"The lady who checked us in (the countess) was very friendly and welcoming. Even though she was the only person working the front desk, she did not get frazzled or curt. She was great! Room was beautiful and had an amazing view!"
Elise 2-night trip
Posted 3 days ago
The Royal Sonesta Chicago Downtown

More cheap stays in Crestwood

Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

9625 S 76th Ave Bridgeview IL
The price is HK$385 per night from 28 Dec to 29 Dec
HK$385
HK$431 total
28 Dec - 29 Dec
includes taxes & fees
7/10 Good! (1,318 reviews)

Hotels in Crestwood with star-rating

Frequently asked questions

Where is the best place for a stay in Crestwood?
Hilton Chicago/Magnificent Mile Suites, located 17.8 mi (28.7 km) from the heart of Crestwood, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Silversmith Hotel Chicago Downtown and Club Quarters Hotel Wacker at Michigan, Chicago. See all available top hotels, or vacation rentals in Crestwood.
What are some of the best holiday rentals that Crestwood has to offer?
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Crestwood offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. See all vacation rentals in Crestwood.
If I need to cancel my hotel reservation in Crestwood, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Crestwood.
What is the top LGBTQ-friendly accommodation in Crestwood?
Holiday Inn Express Crestwood by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. See all available hotels listed as LGBTQ-friendly in Crestwood.
What's it like to stay in Crestwood?
Visitors to Crestwood will definitely 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 4 hotels and other accommodation options to choose from. Find out more about Crestwood.
What are the top places to visit in Crestwood?
A favourite place to visit is Hollywood Park. Additionally, you'll find Soldier Field in the area. Take a look at what more there is to see and do in Expedia's Crestwood guide.
What's the weather like in Crestwood?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Crestwood is 1187 mm.

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