Crestwood Hotels from S$94

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Check prices for these dates

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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Our top choices for Crestwood hotels

Exterior

Holiday Inn Express Crestwood by IHG

Holiday Inn Express Crestwood by IHG
2.5 star property
Crestwood
7.8 out of 10, Good, (1,002 reviews)
"Staff was incredible, room felt nice and clean, the only way I knew the building was older was because of the elevators. Overall wonderful experience."
United States
Xavier
The price is S$166
includes taxes & fees
1 Jun - 2 Jun
Holiday Inn Express Crestwood by IHG
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,490 reviews)
"Staff was great."
United States
Marianne
The price is S$455
includes taxes & fees
30 Jun - 1 Jul
Hyatt Regency Chicago
Lobby

Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Great location, clean, and friendly staff. Many options for the complimentary breakfast and it was very good."
United States
JENNY
The price is S$338
includes taxes & fees
28 Jun - 29 Jun
Residence Inn Chicago Downtown/Loop
2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,721 reviews)
"Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again."
United States
Matson
The price is S$387
includes taxes & fees
21 Jun - 22 Jun
LondonHouse Chicago, Curio Collection by Hilton
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,288 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is S$323
includes taxes & fees
30 Jun - 1 Jul
Hotel Riu Plaza Chicago
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,350 reviews)
"Beautiful Hotel great location"
United States
Nereida
The price is S$264
includes taxes & fees
28 Jun - 29 Jun
Hilton Chicago/Magnificent Mile Suites
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,648 reviews)
"Great fitness room Nice lobby with bar and restaurants on site"
United States
Andrew
The price is S$440
includes taxes & fees
30 Jun - 1 Jul
Sheraton Grand Chicago Riverwalk
Exterior

Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Room was clean great location"
United States
Eric
The price is S$270
includes taxes & fees
28 Jun - 29 Jun
Hampton Inn Majestic Chicago Theatre District
Exterior

Residence Inn by Marriott Chicago Downtown / River North

Residence Inn by Marriott Chicago Downtown / River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,115 reviews)
"Very good and clean hotel with beautiful views to skyline!"
United States
Marlon
The price is S$346
includes taxes & fees
14 Jun - 15 Jun
Residence Inn by Marriott Chicago Downtown / River North
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,115 reviews)
"Very beautiful hotel!"
United States
Ingrid
The price is S$371
includes taxes & fees
29 Jun - 30 Jun
Arlo Chicago
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,788 reviews)
"Great place at a great location."
United States
Alejandro
The price is S$308
includes taxes & fees
7 Jun - 8 Jun
Omni Chicago Hotel
Restaurant

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,490 reviews)
"Great location and super nice hotel"
United States
Karolina
The price is S$433
includes taxes & fees
29 Jun - 30 Jun
Sofitel Chicago Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,492 reviews)
"This is a beautiful hotel and the location was perfect."
United States
Felisha
The price is S$321
includes taxes & fees
29 Jun - 30 Jun
DoubleTree by Hilton Chicago - Magnificent Mile
Exterior

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, (2,852 reviews)
"Breakfast was excellent."
United States
Janine
The price is S$371
includes taxes & fees
28 Jun - 29 Jun
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,005 reviews)
"Beautiful hotel and staff."
United States
Kimberly
The price is S$343
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn Chicago West Loop Fulton Market Area
Lunch, dinner and brunch served

Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,844 reviews)
"Location, very good breakfast lots of varieties."
United States
thao
The price is S$270
includes taxes & fees
28 Jun - 29 Jun
Hyatt Place Chicago/River North
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,835 reviews)
"great hotel and excellent to stay"
United States
Ruben
The price is S$400
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago
Exterior

Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,007 reviews)
"Clean, good place to stay."
United States
Adrian
The price is S$381
includes taxes & fees
30 Jun - 1 Jul
Chicago Marriott Downtown Magnificent Mile
Lobby sitting area

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,216 reviews)
"Amazing property and friendly staff. The location is incredible "
United States
Daniela
The price is S$332
includes taxes & fees
21 Jun - 22 Jun
Homewood Suites by Hilton Chicago-Downtown
Lobby lounge

Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (546 reviews)
"Nice hotel, well maintained, good breakfast, great location, spacious room."
United States
Niranjan
The price is S$322
includes taxes & fees
28 Jun - 29 Jun
Residence Inn Chicago Downtown 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

This family entertainment centre 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
Reflection on Lake at Dusk at Turtlehead Lake Nature Preserve in Orland Park, IL (Suburban Chicago)

Top Crestwood Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"We liked every thing at this hotel. Thank you!"
Haleh 4-night trip
Posted less than an hour ago
Hilton Chicago

More cheap stays in Crestwood

Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL
The price is S$94 per night from 15 Jun to 16 Jun
S$94
15 Jun - 16 Jun
includes taxes & fees
6.4/10 (1,124 reviews)

Frequently asked questions

Where is the best place for a stay in Crestwood?
Congress Plaza Hotel, located 16.2 mi (26.1 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 Hotel Riu Plaza Chicago and The Chicago Hotel Collection - Magnificent Mile. 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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