Best Crestwood Hotels in 2026 from HK$901 - Fully Refundable Options

Q: 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 Omni Chicago Hotel and Hilton Chicago/Magnificent Mile Suites . See all available top hotels , or vacation rentals in Crestwood .

Q: What are some of the best holiday rentals that Crestwood has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line : This holiday home rental outside of Crestwood is located in the city centre, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Crestwood .

Q: 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 .

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Our top choices for Crestwood hotels

Breakfast included

Holiday Inn Express Crestwood by IHG

Crestwood

Lenard

HK$901 total

includes taxes & fees

9 Aug - 10 Aug

Hyatt Regency Chicago

Downtown Chicago

Pamela

HK$2,832 total

includes taxes & fees

9 Aug - 10 Aug

2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

HK$2,384 total

includes taxes & fees

9 Aug - 10 Aug

Hotel Riu Plaza Chicago

Downtown Chicago

Gary

HK$2,040 total

includes taxes & fees

9 Aug - 10 Aug

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

James

HK$1,963 total

includes taxes & fees

9 Aug - 10 Aug

Omni Chicago Hotel

Downtown Chicago

Megan

HK$2,191 total

includes taxes & fees

9 Aug - 10 Aug

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Paul

HK$2,078 total

includes taxes & fees

9 Aug - 10 Aug

Eurostars Magnificent Mile

Downtown Chicago

Byron

HK$1,757 total

includes taxes & fees

9 Aug - 10 Aug

Hilton Garden Inn Chicago Downtown Riverwalk

Downtown Chicago

Sherri Kay

HK$1,963 total

includes taxes & fees

19 Jul - 20 Jul

Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Drew

HK$1,597 total

includes taxes & fees

9 Aug - 10 Aug

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Cestra

HK$2,209 total

includes taxes & fees

10 Aug - 11 Aug

Homewood Suites by Hilton Chicago-Downtown

Downtown Chicago

Cynthia

HK$1,963 total

includes taxes & fees

9 Aug - 10 Aug

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Leigh Lynne

HK$2,786 total

includes taxes & fees

9 Aug - 10 Aug

Arlo Chicago

Downtown Chicago

Liane

HK$2,242 total

includes taxes & fees

9 Aug - 10 Aug

Hyatt Place Chicago/River North

Downtown Chicago

Gregory

HK$1,686 total

includes taxes & fees

10 Aug - 11 Aug

Residence Inn by Marriott Chicago Downtown / River North

Downtown Chicago

Marcel

HK$2,143 total

includes taxes & fees

9 Aug - 10 Aug

Hyatt Centric The Loop Chicago

Downtown Chicago

Freddy

HK$2,044 total

includes taxes & fees

12 Jul - 13 Jul

55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

Downtown Chicago

Raul

HK$2,700 total

includes taxes & fees

3 Aug - 4 Aug

Palmer House a Hilton Hotel

Downtown Chicago

Charles Otto

HK$2,692 total

includes taxes & fees

9 Aug - 10 Aug

Hampton Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

Tushar

HK$1,749 total

includes taxes & fees

10 Aug - 11 Aug

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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.

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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

Omni Chicago Hotel

10/10 Excellent

"This hotel is a steal- wasn’t sure what to expect bc the price was such a good deal but we Loved it. Amazing location, great restaurant on site, our whole family all slept well in the room. 2 beds plus a pullout. Such comfortable and luxury bedding too. Would def come back and highly recommend. Staff was super friendly and kind too!"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"This hotel is located in the heart of downtown Chicago. The river walk is directly across the street. If you don’t mind a 15 minute walk, you can also walk to Navy Pier. This hotel is also steps away from Hello Kitty Cafe, Michigan Ave, and plenty of restaurants and stores. If you’re u want to go to grab a cup of coffee at the World’s largest Starbucks, stay here because it’s a short walk to pretty much everything. The train station is about a 10 minute walk and Spot Hero is the best option if you have a car. The hotel is spotless and employees are nice. I would definitely recommend this hotel to friends and family."

River Hotel

10/10 Excellent

"Super-friendly helpful staff! This hotel is in a great location by the river walk and the newly-opened Hello Kitty Cafe. The rates were lower than others, and it was great it didn't cost extra for my pet. The room was very clean, and the temperature was good, but I do wish it could've gotten cooler. They offer valet parking, but the garage for self-parking is a short walk away. It's best to use public transportation as much as you can in this area. Overall, a great price compared to other hotels, a fantastic location, and amazing staff. Thank you for a great stay!"

Freehand Chicago

8/10 Good

"We enjoyed out short stay at the Freehand in Chicago. We were originally placed in a room on the 17th floor. However, the air conditioning wasn't working so they quickly moved us to another quad room on the 4th floor. The space worked great for my family of 4 adults. We also enjoyed talking with Selma at the bar while watching World Cup games."

Hotels in Crestwood with star-rating

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 Omni Chicago Hotel and Hilton Chicago/Magnificent Mile Suites. See all available top hotels, or vacation rentals in Crestwood.

What are some of the best holiday rentals that Crestwood has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Crestwood is located in the city centre, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all 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.

Crestwood hotels from HK$901

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Our top choices for Crestwood hotels

Holiday Inn Express Crestwood by IHG

Hyatt Regency Chicago

LondonHouse Chicago, Curio Collection by Hilton

Hotel Riu Plaza Chicago

Hilton Chicago/Magnificent Mile Suites

Omni Chicago Hotel

Hyatt Centric Chicago Magnificent Mile

Eurostars Magnificent Mile

Hilton Garden Inn Chicago Downtown Riverwalk

DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Homewood Suites by Hilton Chicago-Downtown

Sheraton Grand Chicago Riverwalk

Arlo Chicago

Hyatt Place Chicago/River North

Residence Inn by Marriott Chicago Downtown / River North

Hyatt Centric The Loop Chicago

L7 Chicago by LOTTE

Palmer House a Hilton Hotel

Hampton Inn Chicago Downtown/Magnificent Mile

Stay near popular Crestwood attractions

Hollywood Park

Learn more about Crestwood

Top Crestwood Hotel Reviews

Omni Chicago Hotel

Hotels in Crestwood with star-rating

Frequently asked questions

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