Hotels in Crestwood

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Tonight
Nov 5 - Nov 6
Tomorrow
Nov 6 - Nov 7
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Where to stay in Crestwood?

A modern lobby with a reception desk, a sofa, and large windows offering a view of the outside.

1. 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 $99
$111 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Crestwood by IHG
A modern urban building with a distinctive curved facade, a prominent '10pin' sign, and a 'Tertius' restaurant on the ground floor.

2. Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
The price is $77
$122 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Chicago Downtown, Autograph Collection by Marriott
A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.

3. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,523 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 $108
$158 total
includes taxes & fees
Nov 27 - Nov 28
Hilton Chicago
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

4. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,216 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 $160
$191 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Vacation Club Hotel Blake Chicago
A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

5. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,321 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 $116
$138 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt House Chicago/West Loop-Fulton Market
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

6. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,001 reviews)
The price is $111
$164 total
includes taxes & fees
Nov 23 - Nov 24
Hotel 505 River North
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

7. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,577 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 $101
$120 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Chicago - Magnificent Mile
A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

8. SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard
2.5 star property
Highland Hills
9.0 out of 10, Wonderful, (3,120 reviews)
This quiet, comfortable hotel in Lombard offers a complimentary breakfast, free WiFi, and parking. Located near popular attractions and Lombard Station, it provides easy shopping access while maintaining a peaceful atmosphere praised by travelers.
The price is $92
$103 total
includes taxes & fees
Nov 11 - Nov 12
SureStay Plus Hotel by Best Western Chicago Lombard
A modern hotel lobby with seating areas, a reception desk, and an elevator.

9. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,736 reviews)
The price is $98
$117 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Grant Park Hotel
A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

10. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 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 $114
$136 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn Majestic Chicago Theatre District
A modern hotel lobby with a bar area, seating arrangements, and a television screen.

11. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,710 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 $106
$127 total
includes taxes & fees
Nov 23 - Nov 24
Cambria Hotel Chicago Loop - Theatre District
A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.

12. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,566 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 $130
$189 total
includes taxes & fees
Nov 26 - Nov 27
Swissotel - Chicago
A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

13. 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, (2,764 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 $131
$190 total
includes taxes & fees
Nov 23 - Nov 24
Sable at Navy Pier Chicago, Curio Collection by Hilton
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

14. 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, (2,193 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 $97
$115 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Chicago Downtown South Loop
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.

15. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,536 reviews)
Within steps of Grand Station, this hotel blends downtown access with comfort. Swim in the indoor pool or energize at the fitness center after exploring the Riverwalk. Rooms offer city views, refrigerators, and complimentary WiFi while helpful staff enhance your Chicago adventure.
The price is $101
$120 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Chicago Downtown/Magnificent Mile
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

16. Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (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 $119
$159 total
includes taxes & fees
Nov 25 - Nov 26
Le Méridien Essex Chicago
A hotel room with a sofa, a small table, and a view of the cityscape through large windows.

17. 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, (1,230 reviews)
Stay steps from Chicago's iconic attractions at this River North hotel offering free breakfast and WiFi. The 24-hour fitness center keeps you energized while Beatrix restaurant serves delicious meals. Grand Station is just 3 minutes away for exploring the Windy City.
The price is $115
$137 total
includes taxes & fees
Nov 23 - Nov 24
Fairfield Inn & Suites Chicago Downtown/River North
A modern kitchen with a large window, a dining area, and a view of the sea.

18. 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, (2,529 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 $105
$125 total
includes taxes & fees
Nov 23 - Nov 24
Homewood Suites by Hilton Chicago Downtown South Loop
A modern hotel with a glass facade, multiple floors, and a visible entrance.

19. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,688 reviews)
Experience Chicago from the heart of The Loop, just a 2-minute walk from Washington-Wells Station. After exploring nearby Millennium Park or Chicago Riverwalk, unwind in the indoor pool. Enjoy breakfast before heading out, then return to comfortable beds with city views.
The price is $118
$140 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Place Chicago/Downtown - The Loop
A grand lobby with a staircase, ornate chandeliers, and a clock on the wall.

20. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,726 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 $132
$186 total
includes taxes & fees
Nov 24 - Nov 25
Palmer House a Hilton 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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Go beyond your typical stay in Crestwood

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When is the best time to visit Crestwood?

Our prices for hotels in Crestwood are cheapest in December

Price trends for hotels in Crestwood

Pricing is based on two traveler single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

High 9°C / low 2°C. Partly sunny.
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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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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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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
A serene lake with reflections of trees and a cloudy sky.

Check out reviews of Crestwood hotels guests love

A modern lobby with a reception desk, a sofa, and large windows offering a view of the outside.
Holiday Inn Express Crestwood by IHG

Holiday Inn Express Crestwood by IHG

Holiday Inn Express Crestwood by IHG
Crestwood

10/10 Exceptional

It was a great trip
United States
Travis
Reviewed January 2, 2025
Holiday Inn Express Crestwood by IHG

Frequently Asked Questions

What accommodations do travelers like in Crestwood?

Guests like Holiday Inn Chicago – Midway Airport S by IHG.

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.