Crestwood Hotels

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Our top choices for Crestwood hotels

Holiday Inn Express Crestwood by IHG

Holiday Inn Express Crestwood by IHG
2.5 star property
Crestwood
7.8 out of 10, Good, (1,004 reviews)
  • cleanliness
    Peaceful suburban stay with indoor pool and fitness centre just minutes from Chicago.
"Honestly the staff were some friendly people, made you feel comfortable. It’s my third time staying there. "
United States
Lino
The price is €84
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express Crestwood by IHG

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,354 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is €135
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,089 reviews)
  • cleanliness
    Stylish hotel near Michigan Ave with an indoor pool and American dining options.
"Great location and friendly staff. "
United States
Pablo
The price is €89
includes taxes & fees
25 Feb - 26 Feb
Aloft Chicago Mag Mile

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (458 reviews)
  • cleanliness
    Stylish city centre hotel near State Street offers access to Michigan Avenue and River.
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is €61
includes taxes & fees
17 Feb - 18 Feb
FOUND Hotel Chicago River North

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9,894 reviews)
  • cleanliness
    Lakeside elegance in Chicago with historic charm and stunning views of the water from select rooms.
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is €193
includes taxes & fees
13 Mar - 14 Mar
Congress Plaza Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,208 reviews)
  • cleanliness
    Boutique hotel near Michigan Avenue offers peaceful stay with magnificent views.
"Clean, great customer service, "
United States
Arturo
The Chicago Hotel Collection - Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,041 reviews)
  • cleanliness
    Discover a prime Chicago location steps from Michigan Avenue and State Street.
"Great place"
United States
Omar
The price is €100
includes taxes & fees
17 Feb - 18 Feb
Warwick Allerton - Chicago

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,008 reviews)
  • cleanliness
    Stay in Chicago's vibrant heart near Willis Tower with breakfast and fitness options.
"Super clean rooms , nice down stairs , loved the bathroom "
United States
Kaiya
The price is €108
includes taxes & fees
19 Feb - 20 Feb
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,295 reviews)
  • cleanliness
    Experience Chicago's grand history at this landmark hotel steps from Millennium Park.
"Excellent stay, we loved it "
United States
Melani
The price is €170
includes taxes & fees
22 Feb - 23 Feb
Palmer House a Hilton Hotel

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,379 reviews)
  • cleanliness
    Discover city centre luxury steps from Millennium Park and Chicago Riverwalk.
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is €117
includes taxes & fees
27 Feb - 28 Feb
Hyatt Centric The Loop Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,247 reviews)
  • cleanliness
    Explore Michigan Avenue just minutes away with easy access to Chicago's finest.
"Great stay "
United States
Kylee
The price is €95
includes taxes & fees
22 Feb - 23 Feb
Eurostars Magnificent Mile

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, (1,285 reviews)
  • cleanliness
    Experience lakeside elegance with easy access to Michigan Avenue and Oak Street Beach.
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is €105
includes taxes & fees
17 Feb - 18 Feb
The Chicago Hotel Collection Ambassador Gold Coast

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,315 reviews)
  • cleanliness
    Enjoy a rooftop pool oasis steps from Michigan Avenue and Chicago's attractions.
"Great staff, room spotless, great price."
United States
Robert
The price is €92
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Chicago - Magnificent Mile

Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,011 reviews)
  • cleanliness
    Experience Chicago's buzzing Theatre District from a hotel steps from Millennium Park.
"Staff was friendly, breakfast was delicious and location was great!"
United States
Chelsey
The price is €105
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn Majestic Chicago Theatre District

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,005 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is €144
includes taxes & fees
17 Feb - 18 Feb
Staypineapple, An Iconic Hotel, The Loop

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,007 reviews)
  • cleanliness
    Enjoy riverside leisure just steps from Michigan Avenue and Chicago Riverwalk.
"Great stay, good location, accommodating staff."
United States
Ian
The price is €92
includes taxes & fees
22 Feb - 23 Feb
River Hotel

Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful hotel, very clean, staff was wonderful, would stay again!"
United States
Danielle
The price is €133
includes taxes & fees
20 Feb - 21 Feb
Hotel Chicago Downtown, Autograph Collection by Marriott

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,678 reviews)
  • cleanliness
    Experience lakefront luxury steps from Michigan Avenue and Navy Pier.
"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "
United States
Norah
The price is €88
includes taxes & fees
22 Feb - 23 Feb
The Wade

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,801 reviews)
"Great stay"
United States
Jennifer
The price is €105
includes taxes & fees
22 Feb - 23 Feb
Hilton Chicago/Magnificent Mile Suites

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,121 reviews)
"I always stay here when in town. "
United States
Jeffrey
Ivy Boutique Hotel
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

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.

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

Top Crestwood Hotel Reviews

More cheap stays in Crestwood

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 Embassy Suites by Hilton Chicago Downtown River North and Hotel Riu Plaza Chicago. See all available top hotels, or vacation rentals in Crestwood.
What are some of the best holiday rentals that Crestwood has to offer?
A Home Away From Home!: This holiday home rental outside of Crestwood offers a fireplace, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. 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 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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