Hotels in Crestwood

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Where to stay in Crestwood?

Holiday Inn Express Crestwood by IHG
Holiday Inn Express Crestwood by IHG
2.5 star property
Crestwood
7.8 out of 10, Good, (1,000 reviews)
Escape to a peaceful sanctuary near Chicago Midway Airport. Just 5 minutes from Midlothian Station, this hotel offers free breakfast, WiFi and parking, plus an indoor pool for year-round swimming. Business travelers appreciate the numerous dining options within one block.
The price is $82
$92 total
includes taxes & fees
Feb 8 - Feb 9
Holiday Inn Express Crestwood by IHG
Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,666 reviews)
The price is $72
$85 total
includes taxes & fees
Feb 8 - Feb 9
Best Western Grant Park Hotel
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, (1,849 reviews)
Located steps from Roosevelt Station and Lake Michigan, this downtown hotel features Asian cuisine at Shang Noodle restaurant and a 24-hour fitness center. Rooms come equipped with refrigerators and microwaves, perfect for exploring nearby Soldier Field and Millennium Park.
The price is $77
$90 total
includes taxes & fees
Feb 16 - Feb 17
Hilton Garden Inn Chicago Downtown South Loop
Le Méridien Essex Chicago
Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,004 reviews)
Located steps from Harrison Station in Chicago, this hotel offers a chic bar and café to recharge between meetings. Stroll to Millennium Park or the Art Institute, with Lake Michigan waters just a short walk away for lakeside exploration.
The price is $75
$106 total
includes taxes & fees
Feb 17 - Feb 18
Le Méridien Essex Chicago
Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,222 reviews)
Steps from Roosevelt Station, this hotel offers Asian dining at Shang Noodle, a 24-hour fitness center, and an inviting pool. Enjoy free breakfast and WiFi while being minutes from Soldier Field, Lake Michigan, and Millennium Park.
The price is $81
$95 total
includes taxes & fees
Feb 16 - Feb 17
Homewood Suites by Hilton Chicago Downtown South Loop
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,514 reviews)
Wake up in downtown Chicago minutes from Art Institute and Millennium Park. This hotel offers convenient access to Harrison Station, with Luna Cafe serving American breakfast. Clean rooms and helpful staff create a comfortable base for exploring the city's iconic attractions.
The price is $76
$89 total
includes taxes & fees
Feb 5 - Feb 6
Travelodge by Wyndham Downtown Chicago
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9,845 reviews)
This historic hotel offers majestic lake views and is steps from Columbia College Chicago. Enjoy meals at 2 restaurants or the café, then unwind at the bars. With train stations nearby and helpful staff, you'll experience both charm and convenience.
The price is $95
$112 total
includes taxes & fees
Feb 5 - Feb 6
Congress Plaza Hotel
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,407 reviews)
Located in the Central Loop, this hotel puts you minutes from State Street, Millennium Park, and Art Institute of Chicago. Enjoy room service and comfortable beds after exploring nearby attractions. Jackson Station and Quincy Metro Station are just 3 minutes away for convenient city exploration.
The price is $89
$104 total
includes taxes & fees
Feb 17 - Feb 18
Club Quarters Hotel, Central Loop, Chicago
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,160 reviews)
Central Chicago location puts Millennium Park, Art Institute, and Willis Tower within a 15-minute walk. Guests love the peaceful rooms, 24-hour fitness center, and regional cuisine at Meli Cafe. Just minutes from multiple transit options for effortless city exploration.
The price is $87
$102 total
includes taxes & fees
Feb 24 - Feb 25
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
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, (1,002 reviews)
Steps from Clinton Station, this hotel offers a seasonal outdoor pool and 24-hour health club for active travelers. Enjoy the terrace and snack bar, or walk to Chicago Union Station and Millennium Park. Guests rave about the helpful staff and clean rooms.
The price is $97
$126 total
includes taxes & fees
Feb 5 - Feb 6
Holiday Inn & Suites Chicago - Downtown by IHG
Hilton Chicago
Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2,605 reviews)
This historic Chicago hotel features an indoor pool and health club just steps from Art Institute of Chicago. Enjoy panoramic lake views, dine at Herb N Kitchen, and walk to Millennium Park or catch the train at nearby Harrison Station.
The price is $139
$192 total
includes taxes & fees
Feb 21 - Feb 22
Hilton Chicago
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,364 reviews)
This downtown Loop hotel combines a prime location steps from Monroe Station with a buzzing rooftop terrace. Just minutes from Michigan Avenue and Chicago Riverwalk, guests enjoy 24-hour fitness access and café refreshments after exploring iconic city sights.
The price is $95
$112 total
includes taxes & fees
Feb 20 - Feb 21
Hyatt Centric The Loop Chicago
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, (2,674 reviews)
Steps from Willis Tower and a short walk to Michigan Avenue, this hotel offers free breakfast and WiFi. The fitness center keeps you active, while 2 restaurants provide dining options. Washington-Wells Station is just 3 minutes away.
The price is $85
$117 total
includes taxes & fees
Mar 1 - Mar 2
La Quinta Inn & Suites by Wyndham Chicago Downtown
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, (1,946 reviews)
Modern downtown Chicago hotel with easy access to Millennium Park and Riverwalk. Grab American cuisine at Rye Deli & Drink, unwind at the bar, or maintain fitness routines in the workout center. Within 10 minutes of Ogilvie Transportation Center and Union Station.
The price is $103
$120 total
includes taxes & fees
Feb 8 - Feb 9
Crowne Plaza Chicago West Loop by IHG
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,290 reviews)
Immerse yourself in Chicago from this central Loop hotel near Quincy Metro Station. Just a 10-minute walk to Willis Tower with 2 restaurants and 2 bars to enjoy after a workout in the fitness center. Clean rooms and helpful staff complete your stay.
The price is $114
$134 total
includes taxes & fees
Feb 12 - Feb 13
Hilton Garden Inn Chicago Central Loop
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,232 reviews)
Just steps from Madison-Wabash Station, this boutique hotel offers easy access to Millennium Park and Michigan Avenue. Admire the historic Art Deco architecture while enjoying clean rooms, a 24-hour fitness center, and attentive staff praised by travelers.
The price is $101
$149 total
includes taxes & fees
Feb 12 - Feb 13
Silversmith Hotel Chicago Downtown
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,177 reviews)
Just a short drive from United Center and Millennium Park, this hotel offers a 24-hour fitness center and on-site dining. Enjoy morning swims in the indoor pool, unwind at the bar, and appreciate the convenient walk to Ashland Station.
The price is $144
$169 total
includes taxes & fees
Feb 15 - Feb 16
Hyatt House Chicago West Loop
Central Loop Hotel
Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,014 reviews)
Steps from Jackson Station, this boutique hotel blends urban convenience with comfort. Enjoy American cuisine at Elephant & Castle, recharge at the 24-hour fitness center, or explore nearby Millennium Park. The attentive staff ensures a memorable Chicago adventure.
The price is $89
$104 total
includes taxes & fees
Feb 17 - Feb 18
Central Loop Hotel
Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,506 reviews)
Stay in the heart of Chicago's Loop, just 5 minutes from Chicago Theatre and State Street. Enjoy comfortable beds, a health club, and on-site dining at Intermission restaurant. Lake Station is steps away, with Millennium Park and Chicago Riverwalk nearby.
The price is $94
$110 total
includes taxes & fees
Feb 15 - Feb 16
Cambria Hotel Chicago Loop - Theatre District
Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
Perfectly positioned in the Chicago Theatre District, this hotel offers easy access to Millennium Park and Michigan Avenue. Enjoy a complimentary breakfast before exploring nearby attractions or working out in the fitness center. Both the Red and Blue Line stations are moments away.
The price is $98
$115 total
includes taxes & fees
Feb 16 - Feb 17
Hampton Inn Majestic Chicago Theatre District
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.

When is the best time to visit Crestwood?

Our prices for hotels in Crestwood are cheapest in January
Price trends for hotels in Crestwood
Pricing is based on two traveler single night rates
View properties in February
Currently viewing crowd sizes and weather for February.
Typical weather for Crestwood
February
High 1°C / low -6°C. Snow likely.
View properties in February
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February, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 8 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
14°
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April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
20°
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May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 27 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -3 degrees Celsius. Cloudy most days.
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January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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Monthly weather averages (˚C)

Top landmarks in Crestwood

Learn more about Crestwood

The region around Crestwood is home to attractions such as Hollywood Park and McCormick Place.

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

Check out reviews of Crestwood hotels guests love

Frequently asked questions

What accommodations do travelers like in Crestwood?
Holiday Inn Express Crestwood by IHG is an accommodation that is popular with guests.
Can I book a refundable hotel in Crestwood?
If you need the flexibility to change your plans to Crestwood, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Crestwood be like during my visit?
July and August are typically the warmest months in Crestwood when the average temp is 71°F. January and February are the coldest months when the average temperature is 31°F. June and May are the months with the most rain.
Why should I book my Crestwood hotel through Hotels.com?
There are lots of reasons to book your Crestwood trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.