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, (1,001 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 $92
$103 total
includes taxes & fees
Feb 25 - Feb 26
Holiday Inn Express Crestwood by IHG
Hilton Chicago
Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2,649 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 28 - Mar 1
Hilton Chicago
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, (1,010 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 $99
$128 total
includes taxes & fees
Feb 27 - Feb 28
Holiday Inn & Suites Chicago - Downtown by IHG
Le Méridien Essex Chicago
Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,008 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 $94
$128 total
includes taxes & fees
Feb 23 - Feb 24
Le Méridien Essex Chicago
The Blackstone, Autograph Collection
The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,004 reviews)
This charming landmark hotel offers Mediterranean dining at Mercat a la Planxa, a 24-hour fitness center, and spa services. Just steps from Harrison Station and minutes from Millennium Park, the quiet rooms provide an authentic city experience with helpful staff.
The price is $140
$193 total
includes taxes & fees
Feb 26 - Feb 27
The Blackstone, Autograph Collection
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, (1,873 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 $85
$100 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Garden Inn Chicago Downtown South Loop
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, (1,006 reviews)
Central to Chicago's iconic attractions, this hotel sits minutes from Millennium Park and Michigan Avenue. Grab American cuisine at Midland Social club, or explore the city from Quincy Metro Station, just 3 minutes away. The 24-hour fitness center complements the helpful staff.
The price is $109
$128 total
includes taxes & fees
Feb 26 - Feb 27
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9,925 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 $93
$109 total
includes taxes & fees
Feb 23 - Feb 24
Congress Plaza Hotel
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, (2,704 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 $94
$127 total
includes taxes & fees
Feb 28 - Mar 1
La Quinta Inn & Suites by Wyndham Chicago Downtown
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, (1,190 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 $109
$128 total
includes taxes & fees
Feb 23 - Feb 24
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
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, (2,247 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 $93
$109 total
includes taxes & fees
Feb 24 - Feb 25
Homewood Suites by Hilton Chicago Downtown South Loop
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,310 reviews)
Immerse yourself in luxury at this storied Chicago hotel. Just steps from Millennium Park and Monroe Station, this classic retreat features a full-service spa, indoor pool, and elegant bar. Travelers praise the central location and helpful staff.
The price is $151
$202 total
includes taxes & fees
Feb 28 - Mar 1
Palmer House a Hilton Hotel
The Hoxton Chicago
The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,009 reviews)
Dive into Chicago's vibrant scene at this West Loop hotel with a seasonal rooftop pool and Mediterranean dining at Cira. Just minutes from Millennium Park and Chicago Riverwalk, with 3 bars, free bikes, and easy access to Clinton Station.
The price is $169
$228 total
includes taxes & fees
Mar 1 - Mar 2
The Hoxton Chicago
Canopy by Hilton Chicago Central Loop
Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,487 reviews)
Experience Chicago's vibrant heart at this hotel, just a 10-minute walk from Willis Tower and State Street. Grab a bite at the restaurant, workout at the fitness center, or unwind at the bar. With Quincy Metro Station right outside, exploring Millennium Park and Chicago Riverwalk is effortless.
The price is $139
$163 total
includes taxes & fees
Feb 28 - Mar 1
Canopy by Hilton Chicago Central Loop
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,393 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 $115
$135 total
includes taxes & fees
Feb 27 - Feb 28
Hyatt Centric The Loop Chicago
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,305 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 $116
$136 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Garden Inn Chicago Central Loop
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,197 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 $135
$158 total
includes taxes & fees
Mar 1 - Mar 2
Hyatt House Chicago West Loop
Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
Experience Chicago's vibrant energy from this well-located hotel near Willis Tower. Enjoy the rooftop terrace after a refreshing swim or workout in the 24-hour fitness center. Just 4 minutes from Clinton Station, with free breakfast to fuel your urban adventures.
The price is $127
$149 total
includes taxes & fees
Feb 28 - Mar 1
Hampton Inn Chicago West Loop Fulton Market Area
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,519 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 $79
$93 total
includes taxes & fees
Feb 26 - Feb 27
Travelodge by Wyndham Downtown Chicago
Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,006 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 $103
$120 total
includes taxes & fees
Mar 1 - Mar 2
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.
-7°
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.