Hotels in Crestwood

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Check prices for these dates

Tonight
Apr 15 - Apr 16
Tomorrow
Apr 16 - Apr 17
This weekend
Apr 17 - Apr 19
Next weekend
Apr 24 - Apr 26

Where to stay in Crestwood?

Exterior
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 $101
$113 total
includes taxes & fees
Apr 26 - Apr 27
Holiday Inn Express Crestwood by IHG
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,464 reviews)
Experience the unique charm of this waterfront hotel with panoramic Lake Michigan vistas. Just steps from Navy Pier, enjoy Latin American cuisine at Lirica or unwind at one of 2 bars. A 24-hour fitness center and convenient access to Michigan Avenue complete your Chicago adventure.
The price is $221
$294 total
includes taxes & fees
Apr 26 - Apr 27
Sable at Navy Pier Chicago, Curio Collection by Hilton
Indoor wedding
Swissotel - Chicago
Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,266 reviews)
Experience Chicago's finest at this luxury hotel near Michigan Avenue and Millennium Park. Enjoy deep-tissue massages or dine at The Palm restaurant with 24-hour room service. Just minutes from Chicago Riverwalk and convenient public transit stations.
The price is $206
$280 total
includes taxes & fees
May 8 - May 9
Swissotel - Chicago
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,422 reviews)
Immerse in urban charm at this hotel with a refreshing rooftop pool and terrace overlooking the cityscape. Just steps from Michigan Avenue shopping and Chicago Riverwalk, with Grand Station only 9 minutes away.
The price is $130
$153 total
includes taxes & fees
Apr 26 - Apr 27
DoubleTree by Hilton Chicago - Magnificent Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,842 reviews)
Immerse in Chicago's bustling energy at this business-friendly hotel near Michigan Avenue and Chicago Riverwalk. Fuel up with free breakfast before exploring or working out at the fitness center. Grand Station is just 8 minutes away for easy city adventures.
The price is $139
$192 total
includes taxes & fees
Apr 26 - Apr 27
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lunch and dinner served
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,918 reviews)
Immerse yourself in downtown Chicago at this luxurious hotel with seasonal outdoor and indoor pools. Just minutes from the Chicago Riverwalk and Millennium Park, enjoy FireLake restaurant, a 24-hour fitness center, and bar/lounge after exploring the city.
The price is $219
$287 total
includes taxes & fees
May 9 - May 10
Radisson Blu Aqua Hotel Chicago
Executive lounge
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,119 reviews)
Tucked in downtown Chicago, this hotel offers a full-service spa and American cuisine at Lobby Bar. Just a 5-minute walk to Millennium Park and Michigan Avenue, with 2 bars/lounges and a 24-hour fitness center nearby.
The price is $201
$274 total
includes taxes & fees
May 8 - May 9
Fairmont Chicago at Millennium Park
Lobby
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,171 reviews)
Discover urban bliss at this Chicago hotel with an indoor pool and American cuisine restaurant. Near Michigan Avenue and Riverwalk, with Grand Station just 9 minutes away. Guests love the comfortable beds, helpful staff, and prime location.
The price is $114
$134 total
includes taxes & fees
Apr 19 - Apr 20
Aloft Chicago Mag Mile
Bar (on property)
Ivy Boutique Hotel
Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,239 reviews)
The price is $139
$163 total
includes taxes & fees
Apr 16 - Apr 17
Ivy Boutique Hotel
Lobby
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,413 reviews)
The price is $131
$154 total
includes taxes & fees
Apr 27 - Apr 28
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,018 reviews)
Set in the heart of downtown, this hotel is a 10-minute walk to Michigan Avenue and Chicago Riverwalk. Guests praise the helpful staff and complimentary continental breakfast. With free WiFi and a fitness center, you're just 8 minutes from Grand Station Red Line.
The price is $116
$136 total
includes taxes & fees
Apr 26 - Apr 27
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Exterior
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,125 reviews)
The price is $119
$140 total
includes taxes & fees
Apr 26 - Apr 27
Hilton Chicago/Magnificent Mile Suites
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Millennium Hotel Knickerbocker Chicago
Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,961 reviews)
This iconic 1920s hotel sits steps from Water Tower Place and Lake Michigan, with Chicago's Red Line 10 minutes away. Enjoy comfortable beds, a 24-hour fitness center, and NiX Restaurant serving fresh morning fare amid historic elegance.
The price is $108
$150 total
includes taxes & fees
Apr 19 - Apr 20
Millennium Hotel Knickerbocker Chicago
2 bars/lounges
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,502 reviews)
Perfectly positioned near Michigan Avenue and Chicago Riverwalk, this hotel offers breathtaking city and Lake Michigan views. With 4 restaurants, including Stetsons Modern Steak, plus 2 bars, you'll enjoy comfort while staying steps from shopping and attractions.
The price is $227
$305 total
includes taxes & fees
May 9 - May 10
Hyatt Regency Chicago
Exterior
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,085 reviews)
The price is $144
$198 total
includes taxes & fees
Apr 26 - Apr 27
Hyatt Centric Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout drapes
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,854 reviews)
The price is $128
$152 total
includes taxes & fees
Apr 26 - Apr 27
Courtyard by Marriott Chicago Magnificent Mile
Exterior
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,288 reviews)
Immerse in Chicago's vibrant energy at this boutique hotel. Steps from Michigan Avenue and Water Tower Place, enjoy clean rooms with city vistas. Grab breakfast at the Lobby Bar before exploring nearby Lake Michigan and Chicago Riverwalk.
The price is $106
$124 total
includes taxes & fees
Apr 29 - Apr 30
The Chicago Hotel Collection - Magnificent Mile
Exterior
Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,412 reviews)
Wake up to free breakfast before diving into the inviting pool at this family-friendly Chicago hotel. Just 5 minutes from Michigan Avenue and within walking distance of Chicago Riverwalk and Lake Michigan, you'll appreciate the convenient Red Line access.
The price is $147
$172 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn Chicago Downtown/Magnificent Mile
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,843 reviews)
The price is $119
$167 total
includes taxes & fees
Apr 19 - Apr 20
Hotel Riu Plaza Chicago
Lobby
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,151 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 $116
$137 total
includes taxes & fees
Apr 26 - Apr 27
Congress Plaza 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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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 April
Currently viewing crowd sizes and weather for April.
Typical weather for Crestwood
April
High 14°C / low 5°C. Partly sunny.
View properties in April
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April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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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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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.
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Monthly weather averages (˚C)

Top landmarks in Crestwood

Hollywood Park

Race go-karts, challenge friends at mini-golf, or dive into the multi-floor arcade at this family fun center. The chef-crafted menu offers tasty bites between gaming sessions.
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Learn more about Crestwood

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

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

Check out reviews of Crestwood hotels guests love

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

10/10 Excellent
"The hotel was clean, staff was nice, rooms where nice and bed was comfy"
Destini 2-night trip
Posted 1 hour ago
Aloft Chicago Mag Mile

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.