Hotels in Westchester

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Check prices for these dates

Tonight
Jan 9 - Jan 10
Tomorrow
Jan 10 - Jan 11
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

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, (1,003 reviews)
The price is $101
$113 total
includes taxes & fees
Jan 20 - Jan 21
Four Points by Sheraton Chicago Westchester/Oak Brook
Lobby
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,300 reviews)
The price is $118
$135 total
includes taxes & fees
Feb 1 - Feb 2
Hyatt Regency O'Hare Chicago
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, (1,154 reviews)
The price is $144
$169 total
includes taxes & fees
Jan 16 - Jan 17
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, (2,727 reviews)
The price is $104
$120 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Inn Chicago O'Hare – Rosemont by IHG
Exterior detail
The Emily Hotel
The Emily Hotel
The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,287 reviews)
The price is $157
$185 total
includes taxes & fees
Feb 1 - Feb 2
The Emily Hotel
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, (1,860 reviews)
The price is $91
$107 total
includes taxes & fees
Jan 18 - Jan 19
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, (1,002 reviews)
The price is $149
$204 total
includes taxes & fees
Jan 11 - Jan 12
The Hoxton Chicago
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, (1,000 reviews)
The price is $127
$149 total
includes taxes & fees
Jan 23 - Jan 24
Hampton Inn Chicago West Loop Fulton Market Area
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, (3,576 reviews)
The price is $116
$136 total
includes taxes & fees
Feb 6 - Feb 7
voco Chicago Downtown - Riverwalk by IHG
Bar (on property)
Canopy by Hilton Chicago Central Loop
Canopy by Hilton Chicago Central Loop
Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,461 reviews)
The price is $130
$153 total
includes taxes & fees
Jan 22 - Jan 23
Canopy by Hilton Chicago Central Loop
Deluxe Single Room, 1 King Bed, Lake View | Minibar, in-room safe, desk, blackout drapes
The Buckingham Hotel
The Buckingham Hotel
The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
The price is $85
$114 total
includes taxes & fees
Jan 25 - Jan 26
The Buckingham Hotel
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, (1,966 reviews)
The price is $79
$116 total
includes taxes & fees
Jan 25 - Jan 26
The Godfrey Hotel Chicago
Traditional Room, 2 Queen Beds | Property entrance
Aloft Chicago Downtown River North
Aloft Chicago Downtown River North
Aloft Chicago Downtown River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,186 reviews)
The price is $106
$125 total
includes taxes & fees
Jan 25 - Jan 26
Aloft Chicago Downtown River North
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, (2,097 reviews)
The price is $107
$126 total
includes taxes & fees
Jan 29 - Jan 30
Holiday Inn Chicago Dwtn - The Mart 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, (3,354 reviews)
The price is $82
$96 total
includes taxes & fees
Jan 22 - Jan 23
Club Quarters Hotel, Central Loop, Chicago
Serves breakfast, lunch, and dinner
Moxy Chicago Downtown
Moxy Chicago Downtown
Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (865 reviews)
The price is $108
$127 total
includes taxes & fees
Jan 15 - Jan 16
Moxy Chicago Downtown
Property amenity
Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,486 reviews)
The price is $89
$105 total
includes taxes & fees
Jan 25 - Jan 26
Cambria Hotel Chicago Loop - Theatre District
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, (2,351 reviews)
The price is $99
$141 total
includes taxes & fees
Jan 10 - Jan 11
Hyatt Centric The Loop Chicago
Smart TV
Level Chicago Fulton Market
Level Chicago Fulton Market
Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (377 reviews)
The price is $155
$207 total
includes taxes & fees
Jan 16 - Jan 17
Level Chicago Fulton Market
Lobby
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,508 reviews)
The price is $84
$129 total
includes taxes & fees
Jan 11 - Jan 12
Hotel Felix River North/Magnificent Mile
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, (2697)
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
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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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13°
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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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25°
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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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27°
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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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27°
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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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16°
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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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9°
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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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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

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"The breakfast menu was good and it was an American style breakfast which means there was more than donuts and coffee. Staff were friendly and knowledgeable about Chicago and the room was comfortable except for not having heat, you know it is Chicago in January, other than that, I would recommend others to give the Whitehall Hotel a try and the CTA buses were across the street."
Timothy 4-night trip
Posted 2 days ago
The Whitehall Hotel, BW Premier Collection

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.