Hotels in Crestwood

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Apr 4 - Apr 5
Tomorrow
Apr 5 - Apr 6
Next weekend
Apr 10 - Apr 12
In two weeks
Apr 17 - Apr 19

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)
  • cleanliness
    Quiet, business-friendly hotel near Midway with free perks and indoor pool.
The price is $105
$118 total
includes taxes & fees
Apr 12 - Apr 13
Holiday Inn Express Crestwood by IHG
Lobby lounge
Le Méridien Essex Chicago
Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Riverside business hotel near State Street with 24-hour fitness center.
The price is $143
$185 total
includes taxes & fees
Apr 26 - Apr 27
Le Méridien Essex Chicago
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,009 reviews)
  • cleanliness
    Convenient downtown Chicago location close to Millennium Park and transit options.
The price is $110
$141 total
includes taxes & fees
Apr 5 - Apr 6
Holiday Inn & Suites Chicago - Downtown by IHG
Restaurant
Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,673 reviews)
The price is $113
$132 total
includes taxes & fees
Apr 16 - Apr 17
Best Western Grant Park Hotel
Suite, 1 Bedroom, Corner | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher
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, (2,294 reviews)
  • cleanliness
    Relaxing suites in Chicago's South Loop with Asian cuisine and convenient transit options.
The price is $134
$158 total
includes taxes & fees
Apr 14 - Apr 15
Homewood Suites by Hilton Chicago Downtown South Loop
Exterior
Hilton Chicago
Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,718 reviews)
  • cleanliness
    Explore historic elegance near Millennium Park with an indoor pool and lake views.
The price is $163
$221 total
includes taxes & fees
Apr 10 - Apr 11
Hilton Chicago
Lobby
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,018 reviews)
  • cleanliness
    Lakeside elegance in historic Chicago with stunning views of Lake Michigan and easy access to attractions.
The price is $110
$129 total
includes taxes & fees
Apr 5 - Apr 6
Congress Plaza Hotel
Pool
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, (1,940 reviews)
  • cleanliness
    Walkable Chicago gem near State Street offers modern comfort and central locale.
The price is $118
$139 total
includes taxes & fees
Apr 13 - Apr 14
Hilton Garden Inn Chicago Downtown South Loop
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
The Hoxton Chicago
The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Rooftop pool, cozy rooms, and modern vibe in Chicago's West Loop district.
The price is $169
$228 total
includes taxes & fees
Apr 5 - Apr 6
The Hoxton Chicago
Exterior
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, (1,226 reviews)
  • cleanliness
    Take in Chicago's cultural gems with a quiet boutique hotel steps from Harrison Station.
The price is $127
$149 total
includes taxes & fees
Apr 26 - Apr 27
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Lobby
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,546 reviews)
  • cleanliness
    Perfectly located for Chicago sightseeing with quick access to public transit.
The price is $110
$129 total
includes taxes & fees
Apr 5 - Apr 6
Travelodge by Wyndham Downtown Chicago
Nightclub
Central Loop Hotel
Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,056 reviews)
  • cleanliness
    Discover Chicago's cultural gems from this cozy hotel near Willis Tower and State Street.
The price is $93
$109 total
includes taxes & fees
Apr 8 - Apr 9
Central Loop Hotel
Exterior
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, (2,055 reviews)
  • cleanliness
    Enjoy Chicago's skyline views just steps from downtown attractions and transit.
The price is $135
$158 total
includes taxes & fees
Apr 26 - Apr 27
Crowne Plaza Chicago West Loop by IHG
Lobby
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, (1,005 reviews)
  • cleanliness
    Experience Chicago's vibrant heart at this historic Tribute Portfolio Hotel near Willis Tower.
The price is $159
$187 total
includes taxes & fees
Apr 5 - Apr 6
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Deluxe Single Room, 1 King Bed, Lake View | Minibar, in-room safe, desk, blackout drapes
The Buckingham Hotel
The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Boutique hotel near Willis Tower with easy access to Chicago's top attractions.
The price is $144
$183 total
includes taxes & fees
Apr 5 - Apr 6
The Buckingham Hotel
City view from property
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,211 reviews)
  • cleanliness
    Spacious Chicago escape with West Loop convenience and a refreshing indoor pool.
The price is $159
$187 total
includes taxes & fees
Apr 5 - Apr 6
Hyatt House Chicago West Loop
Exterior
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, (2,738 reviews)
  • cleanliness
    Downtown Chicago hotel with two dining options and a fitness center onsite.
The price is $125
$164 total
includes taxes & fees
Apr 5 - Apr 6
La Quinta Inn & Suites by Wyndham Chicago Downtown
Restaurant
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,307 reviews)
  • cleanliness
    Downtown Chicago escape with fitness center and 2 bars just steps from Willis Tower.
The price is $163
$192 total
includes taxes & fees
Apr 19 - Apr 20
Hilton Garden Inn Chicago Central Loop
Reception
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,346 reviews)
  • cleanliness
    Explore Chicago's historic charm minutes from parks and State Street attractions.
The price is $184
$241 total
includes taxes & fees
Apr 26 - Apr 27
Palmer House a Hilton Hotel
Lobby
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,236 reviews)
  • cleanliness
    Step into Chicago's historic Art Deco gem with exquisite design and central location.
The price is $135
$189 total
includes taxes & fees
Apr 12 - Apr 13
Silversmith Hotel Chicago Downtown
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.
View all properties

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
14°
weather_partly_sunny
April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
5°
20°
weather_sun
May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
25°
weather_sun
June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
28°
weather_sun
July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
27°
weather_sun
August, no crowd data, average high temperature 27 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
24°
weather_sun
September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
17°
weather_sun
October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
9°
weather_partly_sunny
November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
3°
weather_cloudy
December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -3 degrees Celsius. Cloudy most days.
-3°
-1°
ac_unit
January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
1°
ac_unit
February, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
8°
weather_cloudy
March, no crowd data, average high temperature 8 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
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.
See properties

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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Great location. Very clean. Staff was helpful and very attentive. Our room was spacious and clean. Loved the in house food options. All the food we had there was amazing. Bar and bartender was awesome. Chris makes the BEST drinks. Pool area and gym on the top floor had spectacular views of the city and was also well maintained and clean. We will be back!"
Natalie 2-night trip
Posted 3 hours ago
Hilton Chicago/Magnificent Mile Suites

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.