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, (1,002 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 CNY836
CNY937 total
includes taxes & fees
May 17 - May 18
Four Points by Sheraton Chicago Westchester/Oak Brook
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,504 reviews)
Experience the unique charm of this waterfront hotel with panoramic Lake Michigan vistas. Just steps from Navy Pier, enjoy Latin American cuisine at Lirica or unwind at one of 2 bars. A 24-hour fitness center and convenient access to Michigan Avenue complete your Chicago adventure.
The price is CNY1,290
CNY1,768 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Wade
The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,843 reviews)
Soak in stunning city and lake views from this quiet Chicago retreat. Walking distance to Navy Pier and Michigan Avenue shopping, with an indoor pool, American cuisine at Current restaurant, and a 24-hour fitness center.
The price is CNY1,149
CNY1,366 total
includes taxes & fees
May 25 - May 26
The Wade
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,628 reviews)
Soak in river panoramas from this downtown Chicago sanctuary, steps from Michigan Avenue and the Riverwalk. With 3 restaurants including Shula's Steak House, an indoor pool, and 2 bars, you're perfectly positioned for city exploration.
The price is CNY1,463
CNY1,982 total
includes taxes & fees
May 25 - May 26
Sheraton Grand Chicago Riverwalk
Swissotel - Chicago
Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,321 reviews)
Experience Chicago's finest at this luxury hotel near Michigan Avenue and Millennium Park. Enjoy deep-tissue massages or dine at The Palm restaurant with 24-hour room service. Just minutes from Chicago Riverwalk and convenient public transit stations.
The price is CNY1,347
CNY1,842 total
includes taxes & fees
May 27 - May 28
Swissotel - Chicago
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,473 reviews)
Immerse in urban charm at this hotel with a refreshing rooftop pool and terrace overlooking the cityscape. Just steps from Michigan Avenue shopping and Chicago Riverwalk, with Grand Station only 9 minutes away.
The price is CNY998
CNY1,187 total
includes taxes & fees
May 25 - May 26
DoubleTree by Hilton Chicago - Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,861 reviews)
Immerse in Chicago's bustling energy at this business-friendly hotel near Michigan Avenue and Chicago Riverwalk. Fuel up with free breakfast before exploring or working out at the fitness center. Grand Station is just 8 minutes away for easy city adventures.
The price is CNY1,028
CNY1,422 total
includes taxes & fees
May 25 - May 26
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,159 reviews)
Tucked in downtown Chicago, this hotel offers a full-service spa and American cuisine at Lobby Bar. Just a 5-minute walk to Millennium Park and Michigan Avenue, with 2 bars/lounges and a 24-hour fitness center nearby.
The price is CNY1,308
CNY1,798 total
includes taxes & fees
May 26 - May 27
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,240 reviews)
Discover urban bliss at this Chicago hotel with an indoor pool and American cuisine restaurant. Near Michigan Avenue and Riverwalk, with Grand Station just 9 minutes away. Guests love the comfortable beds, helpful staff, and prime location.
The price is CNY986
CNY1,172 total
includes taxes & fees
May 25 - May 26
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,263 reviews)
The price is CNY931
CNY1,093 total
includes taxes & fees
May 25 - May 26
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,466 reviews)
The price is CNY1,039
CNY1,235 total
includes taxes & fees
May 25 - May 26
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,014 reviews)
Set in the heart of downtown, this hotel is a 10-minute walk to Michigan Avenue and Chicago Riverwalk. Guests praise the helpful staff and complimentary continental breakfast. With free WiFi and a fitness center, you're just 8 minutes from Grand Station Red Line.
The price is CNY1,027
CNY1,221 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,296 reviews)
The price is CNY887
CNY1,054 total
includes taxes & fees
May 25 - May 26
Hilton Chicago/Magnificent Mile Suites
Millennium Hotel Knickerbocker Chicago
Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,995 reviews)
This iconic 1920s hotel sits steps from Water Tower Place and Lake Michigan, with Chicago's Red Line 10 minutes away. Enjoy comfortable beds, a 24-hour fitness center, and NiX Restaurant serving fresh morning fare amid historic elegance.
The price is CNY973
CNY1,333 total
includes taxes & fees
May 25 - May 26
Millennium Hotel Knickerbocker Chicago
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,517 reviews)
Perfectly positioned near Michigan Avenue and Chicago Riverwalk, this hotel offers breathtaking city and Lake Michigan views. With 4 restaurants, including Stetsons Modern Steak, plus 2 bars, you'll enjoy comfort while staying steps from shopping and attractions.
The price is CNY1,387
CNY1,892 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Chicago
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,099 reviews)
The price is CNY1,149
CNY1,569 total
includes taxes & fees
May 25 - May 26
Hyatt Centric Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,888 reviews)
The price is CNY1,088
CNY1,310 total
includes taxes & fees
May 25 - May 26
Courtyard by Marriott Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,402 reviews)
Immerse in Chicago's vibrant energy at this boutique hotel. Steps from Michigan Avenue and Water Tower Place, enjoy clean rooms with city vistas. Grab breakfast at the Lobby Bar before exploring nearby Lake Michigan and Chicago Riverwalk.
The price is CNY826
CNY982 total
includes taxes & fees
May 12 - May 13
The Chicago Hotel Collection - Magnificent Mile
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,114 reviews)
The price is CNY962
CNY1,337 total
includes taxes & fees
May 25 - May 26
Hotel Riu Plaza Chicago
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,213 reviews)
This historic hotel offers majestic lake views and is steps from Columbia College Chicago. Enjoy meals at 2 restaurants or the café, then unwind at the bars. With train stations nearby and helpful staff, you'll experience both charm and convenience.
The price is CNY908
CNY1,080 total
includes taxes & fees
May 12 - May 13
Congress Plaza 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 December
Price trends for hotels in Westchester
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Westchester
May
High 19°C / low 11°C. Sunny most days.
View properties in May
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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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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.
Monthly weather averages (˚C)

Learn more about Westchester

Wrigley Field, McCormick Place, and Navy Pier 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

How much does a hotel room cost in Westchester?
You can find top hotels in Westchester from CNY937 with options to suit your budget and needs. To find an affordable hotel in Westchester that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Westchester hotels?
Discover great deals on Westchester hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Westchester hotels.
Can I book Westchester hotels with free cancellation?
It's easy to book a refundable Westchester hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Westchester?
Our travelers' favorite pet-friendly hotels in Westchester include:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Westchester.
What are some of the best Westchester hotels with free parking?
If you're arriving by car, choosing a great Westchester hotel with free parking is a plus. Our travelers' favorites include:
What are some popular hotels in central Westchester?
For hotels in central Westchester, check out Carleton of Oak Park and Hilton Chicago/Oak Brook Suites. Travelers love Carleton of Oak Park for its location, as well as the 2 restaurants, 2 bars/lounges and free parking this hotel offers. Hilton Chicago/Oak Brook Suites is another popular central hotel with an indoor pool, a restaurant and a bar/lounge. Austin and Garfield Ridge are some of the most central neighborhoods for your Westchester vacation.
What hotels do travelers recommend in Westchester?
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.

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