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
Where to stay in Westchester?
Go beyond your typical stay in Westchester
Apart hotel
Family friendly
Pet friendly
Apartment
When is the best time to visit Westchester?
When is the best time to visit Westchester?Our prices for hotels in Westchester are cheapest in December
When is the best time to visit Westchester?
When is the best time to visit Westchester?
Our prices for hotels in Westchester are cheapest in December
Price trends for hotels in Westchester
Pricing is based on two traveler single night rates
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 13°
April, no crowd data, average high temperature 13 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
5°
19°
May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
25°
June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
27°
July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
27°
August, no crowd data, average high temperature 27 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
24°
September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
16°
October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
9°
November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
3°
December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
-1°
January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
0°
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
7°
March, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
Monthly weather averages (˚C)
Learn more about Westchester
Wrigley Field, McCormick Place, and Navy Pier are some of the top attractions around Westchester.
Check out reviews of Westchester hotels guests love
Club Quarters Hotel, Central Loop, Chicago
8/10 Good
"Gave me a double twin when I reserved a queen; clean enough though the facilities were very dated"
Congress Plaza Hotel
6/10 Okay
"Went to dining area for breakfast, lackluster service and dirty utensils"
Aloft Chicago Mag Mile
10/10 Excellent
"We enjoyed our stay. Location was perfect. Room could use a bit of sprucing but was fine otherwise.
Lobby was a nice place to have coffee in the morning and play pool in the evening"
Central Loop Hotel
6/10 Okay
"The heat was on and our room was hot. We couldn’t change our temperature. They didn’t give us a microwave. But we had fun"
Crowne Plaza Chicago West Loop by IHG
10/10 Excellent
"The hotel was clean the staff was really friendly parking was a little high but allowed in and out privileges ."
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"great place "
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10/10 Excellent
"Great location, very clean and comfortable rooms and the staff were very helpful"
Holiday Inn Chicago Dwtn - The Mart by IHG
10/10 Excellent
"Breakfast was nice and the view was even better "
Hotel Riu Plaza Chicago
10/10 Excellent
"Very nice ,very clean ,frienly staff, fresh breakfast "
Frequently asked questions
What hotels do travelers recommend in Westchester?
Guests like Hilton Chicago O'Hare Airport and Hyatt Regency O'Hare Chicago.
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.