Crestwood Hotels

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Tonight
Nov 21 - Nov 22
Tomorrow
Nov 22 - Nov 23
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

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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, (1001)
"Great stay! Super nice and clean."
United States
Carolyn
The price is P5,386
P6,031 total
includes taxes & fees
Nov 28 - Nov 29
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, (3109)
"Location was great "
United States
Hamik
The price is P6,165
P7,238 total
includes taxes & fees
Dec 21 - Dec 22
Eurostars Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4824)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is P5,230
P6,140 total
includes taxes & fees
Dec 7 - Dec 8
River Hotel
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, (2139)
"Great stay "
United States
Melinda
The price is P5,762
P6,764 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Chicago - Magnificent Mile
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2918)
"Great location!!"
United States
sarah e
The price is P5,315
P6,239 total
includes taxes & fees
Dec 7 - Dec 8
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, (4183)
"Great location. "
United States
Rodger
The price is P4,488
P5,269 total
includes taxes & fees
Dec 7 - Dec 8
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, (2240)
"Room was spotless…staff was great!"
United States
Tamika
The price is P5,084
P7,979 total
includes taxes & fees
Dec 16 - Dec 17
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, (2306)
"Clean Rooms & very nice staff"
United States
Teresa
The price is P6,234
P9,047 total
includes taxes & fees
Nov 28 - Nov 29
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, (335)
"love this place definitely coming back !"
United States
Dayanara
The price is P3,980
P4,673 total
includes taxes & fees
Dec 7 - Dec 8
FOUND Hotel Chicago River North
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2592)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is P4,730
P6,593 total
includes taxes & fees
Nov 24 - Nov 25
Freehand Chicago
Terrace/patio
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4059)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is P6,305
P7,402 total
includes taxes & fees
Dec 8 - Dec 9
citizenM Chicago Downtown
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3339)
"Great stay!"
United States
Rose
The price is P4,919
P5,774 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Chicago/Magnificent Mile Suites
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, (1689)
"The location was great!!"
United States
Yvette
The price is P5,846
P6,862 total
includes taxes & fees
Nov 23 - Nov 24
Crowne Plaza Chicago West Loop by IHG
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2825)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is P6,437
P9,220 total
includes taxes & fees
Dec 8 - Dec 9
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, (9616)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is P5,750
P6,750 total
includes taxes & fees
Nov 24 - Nov 25
Congress Plaza Hotel
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, (2621)
"Enjoyed my stay here. "
United States
Vai
The price is P5,781
P7,823 total
includes taxes & fees
Nov 23 - Nov 24
La Quinta Inn & Suites by Wyndham Chicago Downtown
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun 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, (1004)
"Really great location and warm and friendly staff"
United Kingdom
David
The price is P5,610
P7,293 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn & Suites Chicago - Downtown by IHG
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2075)
"Great place to stay."
United States
Aaron
The price is P6,053
P8,582 total
includes taxes & fees
Dec 21 - Dec 22
Palmer House a Hilton Hotel
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3379)
"Great hotel!!"
United States
Deja
The price is P5,846
P6,862 total
includes taxes & fees
Nov 23 - Nov 24
voco Chicago Downtown - Riverwalk by IHG
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1713)
"Clean room, great hot tub."
United States
SHARON
The price is P4,677
P5,490 total
includes taxes & fees
Dec 15 - Dec 16
Hilton Garden Inn Chicago Downtown South Loop
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

Have a fun-filled day with the family at Hollywood Park as part of 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

Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"yes"
João 5-night trip
Posted 4 hours ago
Warwick Allerton - 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 P4,769 per night from Nov 25 to Nov 26
P4,769
P5,598 total
Nov 25 - Nov 26
includes taxes & fees
8/10 Very Good! (2,619 reviews)

Frequently asked questions

Where is the best place for a stay in Crestwood?
Embassy Suites by Hilton Chicago Downtown River North, located 17.2 mi (27.7 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 Hilton Chicago/Magnificent Mile Suites and Congress Plaza Hotel. 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! 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.
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.
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 4 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 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Crestwood is 47 inches.

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