Hotels in Crestwood

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Check prices for these dates

Next weekend
22 May - 24 May
In two weeks
29 May - 31 May

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, (1,003 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 travellers appreciate the numerous dining options within one block.
The price is AU$179
includes taxes & fees
25 May - 26 May
Holiday Inn Express Crestwood by IHG
LCD TV

Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,242 reviews)
Stay steps from Chicago's iconic attractions at this River North hotel offering free breakfast and WiFi. The 24-hour fitness centre keeps you energised while Beatrix restaurant serves delicious meals. Grand Station is just 3 minutes away for exploring the Windy City.
The price is AU$261
includes taxes & fees
25 May - 26 May
Fairfield Inn & Suites Chicago Downtown/River North
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, (2,495 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 centre and convenient access to Michigan Avenue complete your Chicago adventure.
The price is AU$375
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,831 reviews)
Soak in stunning city and lake views from this quiet Chicago retreat. Walking distance to Navy Pier and Michigan Avenue shopping, with an indoor pool, American cuisine at Current restaurant, and a 24-hour fitness centre.
The price is AU$281
includes taxes & fees
25 May - 26 May
The Wade
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,623 reviews)
Soak in river panoramas from this city centre Chicago sanctuary, steps from Michigan Avenue and the Riverwalk. With 3 restaurants including Shula's Steak House, an indoor pool, and 2 bars, you're perfectly positioned for city exploration.
The price is AU$408
includes taxes & fees
25 May - 26 May
Sheraton Grand Chicago Riverwalk
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,325 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 AU$379
includes taxes & fees
27 May - 28 May
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, (2,474 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 AU$235
includes taxes & fees
26 May - 27 May
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, (2,849 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 centre. Grand Station is just 8 minutes away for easy city adventures.
The price is AU$292
includes taxes & fees
25 May - 26 May
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, (1,940 reviews)
Immerse yourself in city centre 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 centre, and bar/lounge after exploring the city.
The price is AU$405
includes taxes & fees
25 May - 26 May
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, (2,154 reviews)
Tucked in city centre 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 centre nearby.
The price is AU$342
includes taxes & fees
25 May - 26 May
Fairmont Chicago at Millennium Park
Lobby

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,236 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 AU$226
includes taxes & fees
27 May - 28 May
Aloft by Marriott Chicago Mag Mile
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,258 reviews)
The price is AU$200
includes taxes & fees
25 May - 26 May
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, (2,452 reviews)
The price is AU$254
includes taxes & fees
25 May - 26 May
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, (1,003 reviews)
Set in the heart of city centre, 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 centre, you're just 8 minutes from Grand Station Red Line.
The price is AU$204
includes taxes & fees
25 May - 26 May
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, (4,305 reviews)
The price is AU$217
includes taxes & fees
25 May - 26 May
Hilton Chicago/Magnificent Mile Suites
Exterior

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,973 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 centre, and NiX Restaurant serving fresh morning fare amid historic elegance.
The price is AU$274
includes taxes & fees
25 May - 26 May
Millennium Hotel Knickerbocker Chicago
Exterior

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,515 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 AU$439
includes taxes & fees
25 May - 26 May
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, (1,093 reviews)
The price is AU$323
includes taxes & fees
25 May - 26 May
Hyatt Centric Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout curtains

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,897 reviews)
The price is AU$269
includes taxes & fees
25 May - 26 May
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
7.8 out of 10, Good, (1,416 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 AU$202
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection - Magnificent Mile
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 February
Price trends for hotels in Crestwood
Pricing is based on two traveller single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Crestwood
May
High 20°C / low 11°C. Sunny most days.
View properties in May
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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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April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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Monthly weather averages (˚C)

Top landmarks in Crestwood

Hollywood Park

If thrills are what you're after, head to Hollywood Park, located 0.5 mi (0.8 km) from central Crestwood. If you have fun at Hollywood Park, you'll love Childrens Museum of Oak Lawn and Lake Katherine Nature Center, both located nearby.
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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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Great location of the hotel on Michigan Ave. Close to multiple “L” stations. Felt walking around the hotel. Got back from a baseball game around 10pm on a weekday and had no issues. Room was clean. Cool historic hotel"
Joshua 1-night trip
Posted 1 hour ago
Congress Plaza Hotel

Frequently asked questions

How much does a hotel room cost in Crestwood?
You can discover great hotels in Crestwood from AU$179 with properties to suit all budgets and needs. To find an affordable hotel in Crestwood that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Crestwood hotels?
Discover great deals on Crestwood hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Crestwood hotels.
Can I book Crestwood hotels with free cancellation?
It's easy to book a refundable Crestwood hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Crestwood hotels with free parking?
If you're exploring by car, finding a great Crestwood hotel with free parking is a win. Our travellers' favourites include:
What are some popular hotels in central Crestwood?
If you're looking for hotels in central Crestwood, check out Hilton Chicago/Oak Lawn and DoubleTree by Hilton Chicago - Alsip. Travellers love Hilton Chicago/Oak Lawn for its location, as well as the indoor pool, restaurant and bar/lounge this hotel offers. DoubleTree by Hilton Chicago - Alsip is another popular central hotel with an indoor pool, a restaurant and a bar/lounge. Ashburn and Beverly are some of the most central areas for your Crestwood holiday.
Can I book a refundable accommodation option in Crestwood?
If you want the flexibility to change your plans to Crestwood, most hotels offer refundable* rates that you can book. 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 temperature is 22°C. January and February are the coldest months, when the average temperature is -1°C. June and May are the months with the most rain.
Why should I book my Crestwood hotel with Hotels.com?
There are lots of reasons to book your Crestwood trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

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