Hotels in Westchester

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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, (1,001 reviews)
Quiet sanctuary in Westchester with easy drives to Oak Brook Golf Course and nearby forest preserves. This hotel offers free WiFi, complimentary parking, and a fitness center, plus on-site dining at 2222 Restaurant & Lounge for breakfast and dinner.
The price is $108
$121 total
includes taxes & fees
Feb 22 - Feb 23
Four Points by Sheraton Chicago Westchester/Oak Brook
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,189 reviews)
Just a short drive from United Center and Millennium Park, this hotel offers a 24-hour fitness center and on-site dining. Enjoy morning swims in the indoor pool, unwind at the bar, and appreciate the convenient walk to Ashland Station.
The price is $144
$169 total
includes taxes & fees
Feb 22 - Feb 23
Hyatt House Chicago West Loop
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, (2,821 reviews)
Wake up refreshed at this convenient Chicago hotel with an indoor pool and on-site dining at Land & Lake restaurant. A short walk from public transit and just minutes from Allstate Arena and Donald E. Stephens Convention Center.
The price is $113
$131 total
includes taxes & fees
Feb 17 - Feb 18
Holiday Inn Chicago O'Hare – Rosemont by IHG
The Emily Hotel
The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,301 reviews)
The price is $153
$180 total
includes taxes & fees
Mar 1 - Mar 2
The Emily Hotel
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, (1,001 reviews)
Experience Chicago's vibrant energy from this well-located hotel near Willis Tower. Enjoy the rooftop terrace after a refreshing swim or workout in the 24-hour fitness center. Just 4 minutes from Clinton Station, with free breakfast to fuel your urban adventures.
The price is $127
$149 total
includes taxes & fees
Feb 21 - Feb 22
Hampton Inn Chicago West Loop Fulton Market Area
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, (1,979 reviews)
Modern downtown Chicago hotel with easy access to Millennium Park and Riverwalk. Grab American cuisine at Rye Deli & Drink, unwind at the bar, or maintain fitness routines in the workout center. Within 10 minutes of Ogilvie Transportation Center and Union Station.
The price is $99
$116 total
includes taxes & fees
Mar 1 - Mar 2
Crowne Plaza Chicago West Loop by IHG
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, (2,695 reviews)
Steps from Willis Tower and a short walk to Michigan Avenue, this hotel offers free breakfast and WiFi. The fitness center keeps you active, while 2 restaurants provide dining options. Washington-Wells Station is just 3 minutes away.
The price is $94
$127 total
includes taxes & fees
Mar 1 - Mar 2
La Quinta Inn & Suites by Wyndham Chicago Downtown
The Hoxton Chicago
The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
Dive into Chicago's vibrant scene at this West Loop hotel with a seasonal rooftop pool and Mediterranean dining at Cira. Just minutes from Millennium Park and Chicago Riverwalk, with 3 bars, free bikes, and easy access to Clinton Station.
The price is $179
$240 total
includes taxes & fees
Feb 16 - Feb 17
The Hoxton Chicago
Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,189 reviews)
Experience Chicago from the heart of The Loop, just a 2-minute walk from Washington-Wells Station. After exploring nearby Millennium Park or Chicago Riverwalk, unwind in the indoor pool. Enjoy breakfast before heading out, then return to comfortable beds with city views.
The price is $118
$139 total
includes taxes & fees
Feb 21 - Feb 22
Hyatt Place Chicago/Downtown - The Loop
Level Chicago Fulton Market
Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (403 reviews)
Immerse in urban flair at this Chicago hotel with an outdoor pool and free WiFi. Only a 5-minute drive from Michigan Avenue and Millennium Park, you're just 6 minutes from Grand Station for easy city exploration.
The price is $157
$210 total
includes taxes & fees
Mar 8 - Mar 9
Level Chicago Fulton Market
Canopy by Hilton Chicago Central Loop
Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,480 reviews)
Experience Chicago's vibrant heart at this hotel, just a 10-minute walk from Willis Tower and State Street. Grab a bite at the restaurant, workout at the fitness center, or unwind at the bar. With Quincy Metro Station right outside, exploring Millennium Park and Chicago Riverwalk is effortless.
The price is $139
$163 total
includes taxes & fees
Feb 21 - Feb 22
Canopy by Hilton 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, (1,298 reviews)
Immerse yourself in Chicago from this central Loop hotel near Quincy Metro Station. Just a 10-minute walk to Willis Tower with 2 restaurants and 2 bars to enjoy after a workout in the fitness center. Clean rooms and helpful staff complete your stay.
The price is $114
$134 total
includes taxes & fees
Feb 27 - Feb 28
Hilton Garden Inn Chicago Central Loop
Hilton Chicago
Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2,626 reviews)
This historic Chicago hotel features an indoor pool and health club just steps from Art Institute of Chicago. Enjoy panoramic lake views, dine at Herb N Kitchen, and walk to Millennium Park or catch the train at nearby Harrison Station.
The price is $139
$192 total
includes taxes & fees
Feb 21 - Feb 22
Hilton Chicago
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,373 reviews)
This downtown Loop hotel combines a prime location steps from Monroe Station with a buzzing rooftop terrace. Just minutes from Michigan Avenue and Chicago Riverwalk, guests enjoy 24-hour fitness access and café refreshments after exploring iconic city sights.
The price is $118
$139 total
includes taxes & fees
Feb 27 - Feb 28
Hyatt Centric The Loop Chicago
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,003 reviews)
Steps from Clinton Station, this hotel offers a seasonal outdoor pool and 24-hour health club for active travelers. Enjoy the terrace and snack bar, or walk to Chicago Union Station and Millennium Park. Guests rave about the helpful staff and clean rooms.
The price is $104
$134 total
includes taxes & fees
Feb 20 - Feb 21
Holiday Inn & Suites Chicago - Downtown by IHG
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,662 reviews)
Immerse yourself in downtown Chicago with stunning river views from this boutique hotel. Just 5 minutes from the Riverwalk and Michigan Avenue, enjoy Korean cuisine at Perilla Steak and a 24-hour fitness center. Millennium Park and Chicago Theatre are within a relaxing 10-minute stroll.
The price is $148
$173 total
includes taxes & fees
Feb 16 - Feb 17
L7 Chicago by LOTTE
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,317 reviews)
Immerse yourself in luxury at this sophisticated downtown hotel. Just steps from Chicago Station, explore Michigan Avenue's attractions before returning to enjoy the 24-hour fitness center, stylish bar, and café. Travelers praise the comfortable beds and attentive service.
The price is $178
$238 total
includes taxes & fees
Feb 16 - Feb 17
Sofitel Chicago Magnificent Mile
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,607 reviews)
Just steps from Chicago Riverwalk, this luxurious hotel offers 2 restaurants and 2 bars, including a stunning rooftop terrace. After a day of exploring nearby Michigan Avenue, unwind with deep-tissue massages at the on-site spa.
The price is $163
$192 total
includes taxes & fees
Feb 22 - Feb 23
LondonHouse Chicago, Curio Collection by Hilton
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,347 reviews)
The price is $113
$161 total
includes taxes & fees
Feb 16 - Feb 17
Hotel Riu Plaza Chicago
Sports Illustrated Resorts Chicago
Sports Illustrated Resorts Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,396 reviews)
The price is $161
$217 total
includes taxes & fees
Feb 22 - Feb 23
Sports Illustrated Resorts 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.

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 February
Currently viewing crowd sizes and weather for February.
Typical weather for Westchester
February
High 0°C / low -6°C. Snow likely.
View properties in February
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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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April, no crowd data, average high temperature 13 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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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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Monthly weather averages (˚C)

Learn more about Westchester

United Center, Wrigley Field, and Michigan Avenue 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.