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

Crestwood Hotels from S$93

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

Filter by

Guest rating
Guest rating
Star rating

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, (1,007 reviews)
"Nice location"
United States
Lorenzo
The price is S$163
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express Crestwood by IHG
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,195 reviews)
"Great location."
United States
Clifton
The price is S$239
includes taxes & fees
10 Aug - 11 Aug
Freehand Chicago
Restaurant

FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott
3.0 star property
Downtown Chicago
6.8 out of 10, (10 reviews)
"Overall was a good stay!! Wish the place next door wasn’t as loud at night."
United States
Lia
The price is S$251
includes taxes & fees
26 Jul - 27 Jul
FOUND Hotels, Chicago, Series by Marriott
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, (3,802 reviews)
"Beautiful hotel and location. Staff were very friendly and kind."
Canada
Sophie
The price is S$384
includes taxes & fees
6 Aug - 7 Aug
LondonHouse Chicago, Curio Collection by Hilton
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,747 reviews)
"Nice and comfortable place to stay"
Australia
Precious
The price is S$238
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection - Magnificent Mile
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,699 reviews)
"The property was amazing including the buffet breakfast."
United States
Gary
The price is S$359
includes taxes & fees
9 Aug - 10 Aug
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, (4,579 reviews)
"Great place to stay"
United States
Chameka
The price is S$327
includes taxes & fees
9 Aug - 10 Aug
Hilton Chicago/Magnificent Mile Suites
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,033 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is S$279
includes taxes & fees
10 Aug - 11 Aug
Warwick Allerton - Chicago
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,925 reviews)
"Great stay and friendly staff!"
Canada
Richard
The price is S$326
includes taxes & fees
19 Jul - 20 Jul
The Wade
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,299 reviews)
"Wonderful stay"
United States
Taylor
The price is S$286
includes taxes & fees
9 Aug - 10 Aug
Silversmith Hotel Chicago Downtown
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,332 reviews)
"I liked the ambiance of the hotel, everyone was nice and it was very clean."
United States
Tanil
The price is S$296
includes taxes & fees
9 Aug - 10 Aug
The Godfrey Hotel Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,747 reviews)
"Nice place to stay"
Australia
Anna
The price is S$252
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.6 out of 10, Good, (2,707 reviews)
"Excellent hotel and services"
United Kingdom
Marobe
The price is S$270
includes taxes & fees
12 Aug - 13 Aug
Travelodge by Wyndham Downtown Chicago
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,352 reviews)
The price is S$288
includes taxes & fees
9 Aug - 10 Aug
River Hotel
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,739 reviews)
"Nice place great staff and a great location"
United States
Byron
The price is S$308
includes taxes & fees
27 Jul - 28 Jul
Eurostars 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, (2,937 reviews)
"Clean room, great staff and breakfast."
United States
Ahmed
The price is S$343
includes taxes & fees
11 Aug - 12 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,529 reviews)
"Staff was very nice. Hotel is beautiful "
United States
Britney Q
The price is S$410
includes taxes & fees
6 Aug - 7 Aug
Palmer House a Hilton Hotel
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,258 reviews)
"We’ve stayed there twice and probably will again."
United States
Ashley
The price is S$291
includes taxes & fees
10 Aug - 11 Aug
Congress Plaza Hotel
Premium bedding, in-room safe, desk, blackout curtains

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,587 reviews)
"Great stay"
United States
Matt
The price is S$279
includes taxes & fees
26 Jul - 27 Jul
Hotel 55 Chicago Downtown
Living area

LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (166 reviews)
"Clean, new, and cozy stay in a great location."
United States
Pedro
The price is S$331
includes taxes & fees
16 Jul - 17 Jul
LIVN - West Loop Chicago
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Top Crestwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"The staff was very friendly and helpful. Everything was very good."
Vicki 2-night trip
Posted 1 hour ago
Hilton Chicago/Magnificent Mile Suites

More cheap stays in Crestwood

Econo Lodge South Holland - Chicago Southland

Econo Lodge South Holland - Chicago Southland

17301 S Halsted St, Building B South Holland IL
The price is S$93 per night from 20 Jul to 21 Jul
S$93
20 Jul - 21 Jul
includes taxes & fees
6.2/10 (833 reviews)

Frequently asked questions

Where is the best place for a stay in Crestwood?
Omni Chicago Hotel, located 17.4 mi (28 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 The Chicago Hotel Collection Ambassador Gold Coast 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, 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 2 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.

Explore a world of travel with Expedia