Crestwood Hotels from S$56

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27 Nov - 28 Nov
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Top 10 trending Crestwood hotels

Free buffet breakfast
Holiday Inn Express Crestwood by IHG

Holiday Inn Express Crestwood by IHG

2.5 star property
Crestwood
7.8 out of 10, Good, (1003)
"Great stay! Super nice and clean."
United States
Carolyn
The price is S$138
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Crestwood by IHG
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3135)
"Location was great "
United States
Hamik
The price is S$162
includes taxes & fees
16 Dec - 17 Dec
Eurostars Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2162)
"Great stay "
United States
Melinda
The price is S$148
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4848)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is S$138
includes taxes & fees
21 Dec - 22 Dec
River Hotel
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2941)
"Great location!!"
United States
sarah e
The price is S$137
includes taxes & fees
7 Dec - 8 Dec
Aloft Chicago Mag Mile
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4204)
"Great location. "
United States
Rodger
The price is S$122
includes taxes & fees
9 Dec - 10 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Terrace/patio
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, (2249)
"Room was spotless…staff was great!"
United States
Tamika
The price is S$177
includes taxes & fees
23 Dec - 24 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2322)
"Clean Rooms & very nice staff"
United States
Teresa
The price is S$199
includes taxes & fees
23 Dec - 24 Dec
Hilton Chicago
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (342)
"love this place definitely coming back !"
United States
Dayanara
The price is S$107
includes taxes & fees
7 Dec - 8 Dec
FOUND Hotel Chicago River North
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3389)
"Great stay!"
United States
Rose
The price is S$127
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2610)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is S$145
includes taxes & fees
7 Dec - 8 Dec
Freehand Chicago
Lobby
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4086)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is S$164
includes taxes & fees
24 Dec - 25 Dec
citizenM Chicago Downtown
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1713)
"The location was great!!"
United States
Yvette
The price is S$194
includes taxes & fees
30 Nov - 1 Dec
Crowne Plaza Chicago West Loop by IHG
Rooftop terrace
Best Western River North Hotel

Best Western River North Hotel

2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1019)
"Staff was very friendly "
United States
david
The price is S$133
includes taxes & fees
7 Dec - 8 Dec
Best Western River North Hotel
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2870)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is S$175
includes taxes & fees
8 Dec - 9 Dec
Hotel Riu Plaza Chicago
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9664)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is S$169
includes taxes & fees
23 Dec - 24 Dec
Congress Plaza Hotel
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1013)
"Really great location and warm and friendly staff"
United Kingdom
David
The price is S$154
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn & Suites Chicago - Downtown by IHG
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2636)
"Enjoyed my stay here. "
United States
Vai
The price is S$179
includes taxes & fees
22 Dec - 23 Dec
La Quinta Inn & Suites by Wyndham Chicago Downtown
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2093)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2101)
"Great place to stay."
United States
Aaron
The price is S$198
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Very Nice clean New Center"
Halit 1-night trip
Posted 7 hours ago
Hotel Riu Plaza Chicago

More cheap stays in Crestwood

Best Western Grant Park Hotel

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL
The price is S$115 per night from 7 Dec to 8 Dec
S$115
7 Dec - 8 Dec
includes taxes & fees
8/10 Very Good! (2,620 reviews)

Frequently asked questions

Where is the best place for a stay in Crestwood?
Palmer House a Hilton Hotel, located 16.5 mi (26.5 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 Embassy Suites by Hilton Chicago Downtown River North and Hilton Chicago/Magnificent Mile Suites. See all available top hotels, or 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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