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, (1002)
8.6/10
Excellent
(1002)
- Peaceful suburban escape near Chicago with convenient access to dining and sights.
The price is $101
$101
$113 total
includes taxes & fees
Jan 6 - Jan 7
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1145)
8.8/10
Excellent
(1145)
- Spacious Chicago escape with West Loop convenience and a refreshing indoor pool.
The price is $135
$135
$158 total
includes taxes & fees
Jan 9 - Jan 10
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, (2713)
9.0/10
Wonderful
(2713)
- Just minutes from O'Hare, this Rosemont hotel offers free 24-hour airport shuttles.
The price is $104
$104
$120 total
includes taxes & fees
Jan 4 - Jan 5
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, (1827)
9.0/10
Wonderful
(1827)
- Enjoy Chicago's skyline views just steps from downtown attractions and transit.
The price is $91
$91
$107 total
includes taxes & fees
Jan 8 - Jan 9
Freehand Chicago
Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2677)
8.0/10
Very Good
(2677)
- Art Deco retreat in downtown Chicago with Red Line steps from your door.
The price is $57
$57
$85 total
includes taxes & fees
Feb 1 - Feb 2
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3545)
8.8/10
Excellent
(3545)
- Explore downtown Chicago with river views and stylish amenities by the Riverwalk.
The price is $115
$115
$135 total
includes taxes & fees
Jan 15 - Jan 16
The Hoxton Chicago
The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1012)
9.0/10
Wonderful
(1012)
- Rooftop pool, cozy rooms, and modern vibe in Chicago's West Loop district.
The price is $169
$169
$228 total
includes taxes & fees
Jan 25 - Jan 26
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3349)
8.8/10
Excellent
(3349)
- Downtown Chicago hotel close to Willis Tower offers 24-hour fitness center.
The price is $82
$82
$96 total
includes taxes & fees
Jan 15 - Jan 16
The Emily Hotel
The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1289)
9.2/10
Wonderful
(1289)
The price is $186
$186
$219 total
includes taxes & fees
Feb 1 - Feb 2
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1278)
9.2/10
Wonderful
(1278)
- Downtown Chicago escape with fitness center and 2 bars just steps from Willis Tower.
The price is $103
$103
$120 total
includes taxes & fees
Jan 11 - Jan 12
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (403)
8.4/10
Very Good
(403)
- Stylish River North hotel near Merchandise Mart, walking distance to Michigan Avenue.
The price is $59
$59
$69 total
includes taxes & fees
Jan 11 - Jan 12
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, (2352)
9.0/10
Wonderful
(2352)
- Stylish historic hotel in Chicago Loop, walking distance to Michigan Avenue and Riverwalk.
The price is $103
$103
$153 total
includes taxes & fees
Feb 1 - Feb 2
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2337)
9.0/10
Wonderful
(2337)
- Sleek urban retreat blocks from Millennium Park with stylish rooftop views.
The price is $99
$99
$141 total
includes taxes & fees
Jan 9 - Jan 10
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, (2652)
8.6/10
Excellent
(2652)
- Downtown Chicago hotel with two dining options and a fitness center onsite.
The price is $84
$84
$116 total
includes taxes & fees
Jan 7 - Jan 8
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, (2094)
8.8/10
Excellent
(2094)
- Downtown Chicago haven with river views and 2 restaurants, close to Mart station.
The price is $107
$107
$126 total
includes taxes & fees
Jan 15 - Jan 16
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, (1133)
9.6/10
Exceptional
(1133)
- Take in Chicago's cultural gems with a quiet boutique hotel steps from Harrison Station.
The price is $95
$95
$112 total
includes taxes & fees
Jan 22 - Jan 23
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2026)
8.8/10
Excellent
(2026)
- Enjoy riverside charm and city culture just steps from the Chicago Riverwalk.
The price is $82
$82
$96 total
includes taxes & fees
Jan 15 - Jan 16
Central Loop Hotel
Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1963)
8.6/10
Excellent
(1963)
- Discover Chicago's cultural gems from this cozy hotel near Willis Tower and State Street.
The price is $82
$82
$96 total
includes taxes & fees
Jan 15 - Jan 16
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, (1000)
9.2/10
Wonderful
(1000)
- Stylish retreat in Chicago's West Loop with a rooftop terrace and indoor pool.
The price is $127
$127
$149 total
includes taxes & fees
Jan 10 - Jan 11
Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1480)
8.8/10
Excellent
(1480)
- Experience Chicago's theatre district with stylish comfort and convenient accessibility.
The price is $87
$87
$103 total
includes taxes & fees
Jan 11 - Jan 12
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.
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.
Budget hotels in Westchester and vicinity
8.0 out of 10, Very Good, (2677)
8.0/10
Very Good
(2677)
The price is $57
$57
$85 total
includes taxes & fees
Feb 1 - Feb 2
8.4 out of 10, Very Good, (403)
8.4/10
Very Good
(403)
The price is $59
$59
$69 total
includes taxes & fees
Jan 11 - Jan 12
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by Hilton4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1501)
9.0/10
Wonderful
(1501)
The price is $61
$61
$101 total
includes taxes & fees
Feb 1 - Feb 2
9.0 out of 10, Wonderful, (1033)
9.0/10
Wonderful
(1033)
The price is $62
$62
$72 total
includes taxes & fees
Jan 14 - Jan 15
8.2 out of 10, Very Good, (2669)
8.2/10
Very Good
(2669)
The price is $72
$72
$85 total
includes taxes & fees
Jan 5 - Jan 6
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2501)
7.4/10
Good
(2501)
The price is $73
$73
$86 total
includes taxes & fees
Jan 19 - Jan 20
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1793)
8.8/10
Excellent
(1793)
The price is $75
$75
$89 total
includes taxes & fees
Jan 12 - Jan 13
Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2176)
8.8/10
Excellent
(2176)
The price is $81
$81
$95 total
includes taxes & fees
Jan 8 - Jan 9
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Hampton Inn Chicago Downtown/N Loop/Michigan Ave3.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1055)
8.2/10
Very Good
(1055)
The price is $77
$77
$91 total
includes taxes & fees
Jan 4 - Jan 5
8.0 out of 10, Very Good, (9738)
8.0/10
Very Good
(9738)
The price is $78
$78
$92 total
includes taxes & fees
Jan 3 - Jan 4
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4305)
8.6/10
Excellent
(4305)
The price is $78
$78
$91 total
includes taxes & fees
Jan 11 - Jan 12
8.8 out of 10, Excellent, (1061)
8.8/10
Excellent
(1061)
The price is $80
$80
$94 total
includes taxes & fees
Jan 8 - Jan 9
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2490)
8.2/10
Very Good
(2490)
The price is $79
$79
$123 total
includes taxes & fees
Jan 4 - Jan 5
Holiday Inn Express Chicago - Magnificent Mile by IHG
Holiday Inn Express Chicago - Magnificent Mile by IHG2.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1003)
8.4/10
Very Good
(1003)
The price is $79
$79
$93 total
includes taxes & fees
Jan 6 - Jan 7
8.4 out of 10, Very Good, (3013)
8.4/10
Very Good
(3013)
The price is $62
$62
$102 total
includes taxes & fees
Jan 15 - Jan 16
Hotel Saint Clair- Magnificent Mile
Hotel Saint Clair- Magnificent Mile4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1808)
8.4/10
Very Good
(1808)
The price is $72
$72
$86 total
includes taxes & fees
Jan 22 - Jan 23
8.6 out of 10, Excellent, (3001)
8.6/10
Excellent
(3001)
The price is $84
$84
$99 total
includes taxes & fees
Jan 11 - Jan 12
9.4 out of 10, Exceptional, (1918)
9.4/10
Exceptional
(1918)
The price is $82
$82
$126 total
includes taxes & fees
Jan 15 - Jan 16
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3834)
8.2/10
Very Good
(3834)
The price is $77
$77
$90 total
includes taxes & fees
Jan 15 - Jan 16
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2788)
8.2/10
Very Good
(2788)
The price is $86
$86
$130 total
includes taxes & fees
Jan 11 - Jan 12
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.
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.
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 April
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 April
Price trends for hotels in Westchester
Pricing is based on two traveler single night rates
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°
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.
-6°
7°
March, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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13°
April, no crowd data, average high temperature 13 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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19°
May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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25°
June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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27°
July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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27°
August, no crowd data, average high temperature 27 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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24°
September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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16°
October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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9°
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.
-2°
Monthly weather averages (˚C)
Learn more about Westchester
Wrigley Field, Michigan Avenue, and United Center are some of the top attractions around Westchester.
Check out reviews of Westchester hotels guests love
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Great view and Manager went out her way to make our stay pleasant "
LondonHouse Chicago, Curio Collection by Hilton
10/10 Excellent
"Very nice staff"
Embassy Suites by Hilton Chicago Downtown River North
10/10 Excellent
"Beautiful hotel, delicious breakfast, beautiful and clean room!"
Holiday Inn Chicago Dwtn - The Mart by IHG
10/10 Excellent
"Great view of downtown Chicago, easy access to the Mart, and friendly/helpful staff
"
River Hotel
10/10 Excellent
"Front desk staff was courteous and very helpful."
Hilton Chicago
10/10 Excellent
"Great experience 👍 "
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"The attentiveness of the staff was outstanding"
Club Quarters Hotel Wacker at Michigan, Chicago
10/10 Excellent
"Excellent "
Sable at Navy Pier Chicago, Curio Collection by Hilton
10/10 Excellent
"It was a great location, plenty of things to do, places to eat at, and entertainment "
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 6 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.