Crestwood Hotels from S$80

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
19 Mar - 20 Mar
Tomorrow
20 Mar - 21 Mar
This weekend
21 Mar - 23 Mar
Next weekend
28 Mar - 30 Mar

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Crestwood hotels

Holiday Inn Express Crestwood by IHG
Indoor pool

Holiday Inn Express Crestwood by IHG

2.5 star property
7.8 out of 10, Good, (1002)
"Clean. Convenient location "
The price is S$143
includes taxes & fees
23 Mar - 24 Mar
Holiday Inn Express Crestwood by IHG
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2028)
"Amazing "
The price is S$255
includes taxes & fees
6 Apr - 7 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1967)
"Very nice surprise from a Marriott status guest. "
The price is S$298
includes taxes & fees
23 Mar - 24 Mar
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1431)
"Had a great stay St. Patrick's Day weekend at Loews. Easy walk to watch the river dying. Great customer service, valet parking was a breeze. Rooms were clean and well kept. Very happy with our booking!"
The price is S$353
includes taxes & fees
23 Mar - 24 Mar
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2643)
"My family and I were very happy with our stay in our hotel room because it was very comfortable very clean staff was super friendly. Plus it was so close to everything we wanted to do. "
The price is S$224
includes taxes & fees
25 Mar - 26 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1835)
"Check-in staff/front desk were exceptional! Great customer service. Thank you!"
The price is S$174
includes taxes & fees
25 Mar - 26 Mar
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1444)
"Nice hotel, good price. Walking distance to a lot of Chicago sights and attractions."
The price is S$328
includes taxes & fees
1 Apr - 2 Apr
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Front of property – evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1654)
"I love it. The bed and pillows were comfortable "
The price is S$319
includes taxes & fees
21 Mar - 22 Mar
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2660)
"Close to Michigan street, Magnificent Mile shopping and good food. Hotel room is clean and has everything one needs for the stay. "
The price is S$136
includes taxes & fees
23 Mar - 24 Mar
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1001)
"I liked everything "
The price is S$158
includes taxes & fees
20 Mar - 21 Mar
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1688)
"I cannot recommend this hotel enough!! Every single member of the staff was so polite and hospitable- from front desk to dining to housekeeping. The unit was so spacious and had everything I needed for a month-long stay. And you can’t beat the location!"
The price is S$178
includes taxes & fees
24 Mar - 25 Mar
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3220)
"Rooms were clean and beautiful. Stetsons restaurant was very good food and drinks."
The price is S$303
includes taxes & fees
19 Apr - 20 Apr
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2061)
"nice"
The price is S$193
includes taxes & fees
23 Mar - 24 Mar
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1795)
"Good all around except issue both on check in and check out .Upgrading their software/ PMS they had not transferred our booking so looked like we had no reservation. Took 2 of them several minutes to book us in. Frustrating as had been emailed day before to check in online with all our details(like airline)otherwise our booking would be seen as a no show .On checkout found they had not connected rooms for charging so delay while connected 2 room booking so could settle with one payment"
The price is S$156
includes taxes & fees
1 Apr - 2 Apr
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1017)
"Loved staying here ! The renovations made it a little complicated but overall lovely hotel. "
The price is S$217
includes taxes & fees
30 Mar - 31 Mar
Hyatt Centric Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout curtains

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1260)
"well located"
The price is S$173
includes taxes & fees
23 Mar - 24 Mar
Courtyard by Marriott Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1007)
"Everything was good, front desk and room cleanliness etc. FYI, only — parking is something you need to plan for it is in the middle of downtown (price wise), but available across the hotel. "
The price is S$181
includes taxes & fees
20 Mar - 21 Mar
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1544)
"Great experience "
The price is S$136
includes taxes & fees
27 Mar - 28 Mar
Hotel Saint Clair- Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile
View from room

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very good, (1249)
"Excellent service "
The price is S$154
includes taxes & fees
26 Mar - 27 Mar
Hampton Inn Chicago Downtown/Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1598)
"A Great Choice for Convenience and Comfort! I recently stayed at this hotel and was thoroughly impressed. The cleanliness was a highlight, and it was clear that the staff takes pride in maintaining a spotless environment. The location is fantastic! Being surrounded by numerous shopping and dining options made exploring the area incredibly easy and convenient. But what truly stood out was the friendliness of the staff. Everyone I encountered was helpful and welcoming, making me feel right at...
The price is S$223
includes taxes & fees
23 Mar - 24 Mar
Hotel Riu Plaza 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.
Don't see what you're looking for?
See all available properties in Crestwood
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Crestwood

Escape to romantic Crestwood! Enjoy its dining and entertainment.

See all hotels in Crestwood

Frequently asked questions

Where is the best place for a stay in Crestwood?

River Hotel, located 17 mi (27.3 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 L7 Chicago by LOTTE 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 are some accommodation options with pools in Crestwood?

Holiday Inn Express Crestwood, an IHG Hotel: Features free buffet breakfast, an indoor pool and free Internet. DoubleTree by Hilton Chicago - Magnificent Mile and Loews Chicago Hotel are a couple of other choices that offer an on-site pool.

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.