Hotels in Westchester

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Check prices for these dates

Tonight
Apr 9 - Apr 10
Tomorrow
Apr 10 - Apr 11
This weekend
Apr 10 - Apr 12
Next weekend
Apr 17 - Apr 19

Where to stay in Westchester?

Bar (on property)
Four Points by Sheraton Chicago Westchester/Oak Brook
Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
Westchester
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Peaceful suburban escape near Chicago with convenient access to dining and sights.
The price is $113
$127 total
includes taxes & fees
May 3 - May 4
Four Points by Sheraton Chicago Westchester/Oak Brook
Lobby
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, (2,682 reviews)
  • cleanliness
    Unwind in a serene escape just minutes from Yorktown Shopping Center.
The price is $71
$79 total
includes taxes & fees
Apr 16 - Apr 17
SureStay Plus Hotel by Best Western Chicago Lombard
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, (1,009 reviews)
  • cleanliness
    Rooftop pool, cozy rooms, and modern vibe in Chicago's West Loop district.
The price is $189
$251 total
includes taxes & fees
Apr 12 - Apr 13
The Hoxton Chicago
Exterior detail
The Emily Hotel
The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,325 reviews)
The price is $232
$272 total
includes taxes & fees
Apr 12 - Apr 13
The Emily 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, (1,227 reviews)
  • cleanliness
    Spacious Chicago escape with West Loop convenience and a refreshing indoor pool.
The price is $170
$200 total
includes taxes & fees
Apr 26 - Apr 27
Hyatt House Chicago West Loop
Smart TV
Level Chicago Fulton Market
Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (439 reviews)
  • cleanliness
    Stylish getaway moments from downtown with rooftop pool and Fulton Market charm.
The price is $178
$233 total
includes taxes & fees
Apr 26 - Apr 27
Level Chicago Fulton Market
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, (2,075 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
Exterior
Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Stylish retreat in Chicago's West Loop with a rooftop terrace and indoor pool.
The price is $182
$214 total
includes taxes & fees
Apr 30 - May 1
Hampton Inn Chicago West Loop Fulton Market Area
Shared kitchen
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (540 reviews)
  • cleanliness
    Stylish River North hotel near Merchandise Mart, walking distance to Michigan Avenue.
The price is $85
$99 total
includes taxes & fees
Apr 12 - Apr 13
FOUND Hotel Chicago River North
Reception
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,371 reviews)
  • cleanliness
    Explore Chicago's historic charm minutes from parks and State Street attractions.
The price is $159
$212 total
includes taxes & fees
May 9 - May 10
Palmer House a Hilton Hotel
Premium bedding, pillowtop beds, in-room safe, individually furnished
Level Chicago - River North
Level Chicago - River North
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (924 reviews)
  • cleanliness
    Experience the Windy City's heart with a stylish apartment and seasonal pool.
The price is $202
$262 total
includes taxes & fees
Apr 19 - Apr 20
Level Chicago - River North
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, (1,001 reviews)
  • cleanliness
    Convenient downtown Chicago location close to Millennium Park and transit options.
The price is $118
$151 total
includes taxes & fees
Apr 26 - Apr 27
Holiday Inn & Suites Chicago - Downtown by IHG
Rooftop bar, alfresco dining, open daily
The Godfrey Hotel Chicago
The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,147 reviews)
  • cleanliness
    Upscale escape near Michigan Avenue with rooftop terrace and full-service spa.
The price is $103
$145 total
includes taxes & fees
Apr 30 - May 1
The Godfrey Hotel Chicago
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, (1,003 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 10 - Apr 11
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Indoor pool
Hyatt Place Itasca
Hyatt Place Itasca
3.0 star property
Itasca
8.8 out of 10, Excellent, (1,035 reviews)
  • cleanliness
    Unwind in a peaceful retreat near Woodfield Mall with free breakfast and parking.
The price is $97
$108 total
includes taxes & fees
Apr 19 - Apr 20
Hyatt Place Itasca
Lobby
The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,486 reviews)
  • cleanliness
    Stylish historic hotel in Chicago Loop, walking distance to Michigan Avenue and Riverwalk.
The price is $127
$181 total
includes taxes & fees
Apr 26 - Apr 27
The Allegro Royal Sonesta Hotel Chicago Loop
Building design
The Chicago Hotel Collection River North
The Chicago Hotel Collection River North
3.0 star property
Downtown Chicago
7.4 out of 10, Good, (639 reviews)
  • cleanliness
    Discover a downtown Chicago escape with fitness center and steps to Michigan Avenue.
The price is $100
$117 total
includes taxes & fees
Apr 26 - Apr 27
The Chicago Hotel Collection River North
Serves breakfast, lunch, and dinner
Moxy Chicago Downtown
Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (944 reviews)
The price is $136
$162 total
includes taxes & fees
Apr 19 - Apr 20
Moxy Chicago Downtown
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, (2,749 reviews)
  • cleanliness
    Downtown Chicago hotel with two dining options and a fitness center onsite.
The price is $125
$164 total
includes taxes & fees
Apr 12 - Apr 13
La Quinta Inn & Suites by Wyndham Chicago Downtown
Interior detail
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,040 reviews)
The price is $133
$185 total
includes taxes & fees
Apr 26 - Apr 27
Staypineapple, An Iconic Hotel, The Loop
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 Westchester?

Our prices for hotels in Westchester are cheapest in April
Price trends for hotels in Westchester
Pricing is based on two traveler single night rates
View properties in April
Currently viewing crowd sizes and weather for April.
Typical weather for Westchester
April
High 13°C / low 5°C. Partly sunny.
View properties in April
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April, no crowd data, average high temperature 13 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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19°
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May, no crowd data, average high temperature 19 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 27 degrees Celsius, average low temperature 20 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 16 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 -2 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 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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Monthly weather averages (˚C)

Learn more about Westchester

Wrigley Field, McCormick Place, and United Center are some of the top attractions around Westchester.

See all hotels in Westchester
Schiller Woods view in Chicago of Illinois

Check out reviews of Westchester hotels guests love

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

6/10 Okay
"I keep coming back to this hotel because of the location, but honestly it is a disappointment every time. The rooms are dated, the carpets are old and worn, and the elevators are slow. The door to my room was broken, so every time I wanted to leave for food or go to gym, I had to go downstairs, alert the staff, go back up, and wait for security to come and let me in. The process took as much as a half hour every time I wanted to get back in. I stopped leaving my room because of it. I have a Hilton Honors, but it didn't stop me from being charged for Internet. If you are flying in and out of ORD, this is a convenient hotel, but for the money there are so many better options. "
Robby Eugene 2-night trip
Posted 2 hours ago
Hilton Chicago O'Hare Airport

Frequently asked questions

What hotels do travelers recommend in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is an accommodation that is popular with guests.
Can I book a refundable hotel in Westchester?
If you need the flexibility to change your plans to Westchester, most accommodations provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Westchester if I want a vacation home instead of a hotel?
Browse 10 vacation homes on our site.
What will the weather in Westchester be like during my trip?
July and August are typically the warmest months in Westchester 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 Westchester hotel through Hotels.com?
There are lots of reasons to book your Westchester 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.