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

Tonight
Jan 13 - Jan 14
Tomorrow
Jan 14 - Jan 15
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Where to stay in Westchester?

Bar (on property)
Four Points by Sheraton Chicago Westchester/Oak Brook
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, (1,005 reviews)
The price is $101
$113 total
includes taxes & fees
Jan 19 - Jan 20
Four Points by Sheraton Chicago Westchester/Oak Brook
City view from property
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,159 reviews)
The price is $144
$169 total
includes taxes & fees
Jan 22 - Jan 23
Hyatt House Chicago West Loop
Lobby sitting area
Holiday Inn Chicago O'Hare – Rosemont by IHG
Holiday Inn Chicago O'Hare – Rosemont by IHG
Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (2,732 reviews)
The price is $113
$131 total
includes taxes & fees
Jan 19 - Jan 20
Holiday Inn Chicago O'Hare – Rosemont by IHG
Exterior
Crowne Plaza Chicago West Loop by IHG
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, (1,878 reviews)
The price is $91
$107 total
includes taxes & fees
Jan 25 - Jan 26
Crowne Plaza Chicago West Loop by IHG
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
The Hoxton Chicago
The Hoxton Chicago
The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,006 reviews)
The price is $149
$204 total
includes taxes & fees
Jan 18 - Jan 19
The Hoxton Chicago
Exterior detail
The Emily Hotel
The Emily Hotel
The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,294 reviews)
The price is $153
$180 total
includes taxes & fees
Jan 25 - Jan 26
The Emily Hotel
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown
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, (2,667 reviews)
The price is $80
$111 total
includes taxes & fees
Jan 30 - Jan 31
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,594 reviews)
The price is $125
$147 total
includes taxes & fees
Jan 18 - Jan 19
voco Chicago Downtown - Riverwalk by IHG
Nightclub
Club Quarters Hotel, Central Loop, 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, (3,365 reviews)
The price is $82
$96 total
includes taxes & fees
Jan 26 - Jan 27
Club Quarters Hotel, Central Loop, Chicago
Restaurant
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,360 reviews)
The price is $95
$137 total
includes taxes & fees
Jan 23 - Jan 24
Hyatt Centric The Loop Chicago
Shared kitchen
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (410 reviews)
The price is $59
$69 total
includes taxes & fees
Jan 21 - Jan 22
FOUND Hotel Chicago River North
Lobby
The Allegro Royal Sonesta Hotel Chicago Loop
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, (2,387 reviews)
The price is $103
$153 total
includes taxes & fees
Jan 22 - Jan 23
The Allegro Royal Sonesta Hotel Chicago Loop
Rooftop bar, alfresco dining, open daily
The Godfrey Hotel Chicago
The Godfrey Hotel Chicago
The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,976 reviews)
The price is $79
$116 total
includes taxes & fees
Feb 10 - Feb 11
The Godfrey Hotel Chicago
Restaurant
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,282 reviews)
The price is $114
$134 total
includes taxes & fees
Jan 24 - Jan 25
Hilton Garden Inn Chicago Central Loop
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,156 reviews)
The price is $97
$142 total
includes taxes & fees
Feb 1 - Feb 2
Hotel Riu Plaza Chicago
Exterior
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,111 reviews)
The price is $107
$126 total
includes taxes & fees
Jan 29 - Jan 30
Holiday Inn Chicago Dwtn - The Mart by IHG
Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
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, (1,148 reviews)
The price is $93
$109 total
includes taxes & fees
Jan 26 - Jan 27
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior
Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,004 reviews)
The price is $127
$149 total
includes taxes & fees
Jan 23 - Jan 24
Hampton Inn Chicago West Loop Fulton Market Area
Nightclub
Central Loop Hotel
Central Loop Hotel
Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,988 reviews)
The price is $82
$96 total
includes taxes & fees
Jan 26 - Jan 27
Central Loop Hotel
Exterior
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,516 reviews)
The price is $57
$96 total
includes taxes & fees
Feb 1 - Feb 2
Claridge House Chicago, Tapestry Collection by Hilton
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

Budget hotels in Westchester and vicinity

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2703)
The price is $54
$81 total
includes taxes & fees
Feb 1 - Feb 2
Freehand Chicago
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 budget hotels

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

Learn more about Westchester

Wrigley Field, Michigan Avenue, 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/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"It was a minus 6 outside temperature did not really run the ac"
David 1-night trip
Posted 15 hours ago
Hilton Chicago/Magnificent Mile Suites

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 7 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.