Hotels in Westchester

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Next weekend

Where to stay in Westchester?

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, (1,002 reviews)
  • cleanliness
    Peaceful suburban escape near Chicago with convenient access to dining and sights.
The price is $113
$127 total
includes taxes & fees
Apr 8 - Apr 9
Four Points by Sheraton Chicago Westchester/Oak Brook
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, (2,633 reviews)
  • cleanliness
    Unwind in a serene escape just minutes from Yorktown Shopping Center.
The price is $79
$88 total
includes taxes & fees
Mar 30 - Mar 31
SureStay Plus Hotel by Best Western Chicago Lombard
The Hoxton Chicago
The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Rooftop pool, cozy rooms, and modern vibe in Chicago's West Loop district.
The price is $169
$228 total
includes taxes & fees
Mar 29 - Mar 30
The Hoxton Chicago
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,207 reviews)
  • cleanliness
    Spacious Chicago escape with West Loop convenience and a refreshing indoor pool.
The price is $161
$189 total
includes taxes & fees
Apr 5 - Apr 6
Hyatt House Chicago West Loop
The Emily Hotel
The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,333 reviews)
The price is $237
$278 total
includes taxes & fees
Mar 29 - Mar 30
The Emily Hotel
Level Chicago Fulton Market
Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (431 reviews)
  • cleanliness
    Stylish getaway moments from downtown with rooftop pool and Fulton Market charm.
The price is $152
$204 total
includes taxes & fees
Apr 5 - Apr 6
Level Chicago Fulton Market
Hyatt Place Itasca
Hyatt Place Itasca
3.0 star property
Itasca
8.8 out of 10, Excellent, (1,004 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 3 - Apr 4
Hyatt Place Itasca
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, (2,027 reviews)
  • cleanliness
    Enjoy Chicago's skyline views just steps from downtown attractions and transit.
The price is $125
$147 total
includes taxes & fees
Mar 29 - Mar 30
Crowne Plaza Chicago West Loop by IHG
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, (1,011 reviews)
  • cleanliness
    Convenient downtown Chicago location close to Millennium Park and transit options.
The price is $118
$151 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn & Suites Chicago - Downtown by IHG
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, (1,008 reviews)
  • cleanliness
    Stylish retreat in Chicago's West Loop with a rooftop terrace and indoor pool.
The price is $165
$193 total
includes taxes & fees
Mar 26 - Mar 27
Hampton Inn Chicago West Loop Fulton Market Area
Level Chicago - River North
Level Chicago - River North
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (892 reviews)
  • cleanliness
    Experience the Windy City's heart with a stylish apartment and seasonal pool.
The price is $170
$224 total
includes taxes & fees
Apr 7 - Apr 8
Level Chicago - River North
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, (2,737 reviews)
  • cleanliness
    Downtown Chicago hotel with two dining options and a fitness center onsite.
The price is $116
$154 total
includes taxes & fees
Mar 29 - Mar 30
La Quinta Inn & Suites by Wyndham Chicago Downtown
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Sleek west Loop hotel with free breakfast, indoor pool, and easy access to Willis Tower.
The price is $146
$172 total
includes taxes & fees
Mar 29 - Mar 30
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,301 reviews)
  • cleanliness
    Downtown Chicago escape with fitness center and 2 bars just steps from Willis Tower.
The price is $146
$172 total
includes taxes & fees
Mar 29 - Mar 30
Hilton Garden Inn Chicago Central Loop
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (509 reviews)
  • cleanliness
    Stylish River North hotel near Merchandise Mart, walking distance to Michigan Avenue.
The price is $85
$99 total
includes taxes & fees
Mar 30 - Mar 31
FOUND Hotel Chicago River North
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, (2,468 reviews)
  • cleanliness
    Stylish historic hotel in Chicago Loop, walking distance to Michigan Avenue and Riverwalk.
The price is $139
$195 total
includes taxes & fees
Mar 29 - Mar 30
The Allegro Royal Sonesta Hotel Chicago Loop
The Godfrey Hotel Chicago
The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,113 reviews)
  • cleanliness
    Upscale escape near Michigan Avenue with rooftop terrace and full-service spa.
The price is $99
$140 total
includes taxes & fees
Mar 30 - Mar 31
The Godfrey Hotel Chicago
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,410 reviews)
  • cleanliness
    Downtown Chicago hotel close to Willis Tower offers 24-hour fitness center.
The price is $99
$116 total
includes taxes & fees
Apr 6 - Apr 7
Club Quarters Hotel, Central Loop, Chicago
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,422 reviews)
  • cleanliness
    Sleek urban retreat blocks from Millennium Park with stylish rooftop views.
The price is $140
$190 total
includes taxes & fees
Mar 27 - Mar 28
Hyatt Centric The Loop Chicago
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,334 reviews)
  • cleanliness
    Explore Chicago's historic charm minutes from parks and State Street attractions.
The price is $134
$183 total
includes taxes & fees
Apr 5 - Apr 6
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.

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 March
Currently viewing crowd sizes and weather for March.
Typical weather for Westchester
March
High 7°C / low 0°C. Cloudy most days.
View properties in March
weather_cloudy
March, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
13°
weather_partly_sunny
April, no crowd data, average high temperature 13 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
19°
weather_sun
May, no crowd data, average high temperature 19 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°
27°
weather_sun
July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
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°
16°
weather_sun
October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
weather_partly_sunny
November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
weather_cloudy
December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
-1°
ac_unit
January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
Monthly weather averages (˚C)

Learn more about Westchester

Wrigley Field, Michigan Avenue, and United Center are some of the top attractions around Westchester.

Schiller Woods view in Chicago of Illinois

Check out reviews of Westchester hotels guests love

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 9 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.