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Jan 28 - Jan 29
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Our top choices for Westchester hotels

Bar (on property)

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)
  • cleanliness
    Quiet location near Oak Brook Golf Course with free parking and airport access.
"Staff was super nice. Rooms were clean and comfortable "
United States
Shannon
The price is ￥15,429
￥17,277 total
includes taxes & fees
Feb 8 - Feb 9
Four Points by Sheraton Chicago Westchester/Oak Brook
Shared kitchen

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (428 reviews)
  • cleanliness
    Stylish downtown hotel near State Street offers access to Michigan Avenue and River.
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is ￥8,999
￥10,564 total
includes taxes & fees
Feb 8 - Feb 9
FOUND Hotel Chicago River North
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,058 reviews)
  • cleanliness
    Stylish hotel near Michigan Ave with an indoor pool and American dining options.
"All around a nice stay for the holiday "
United States
Alec
The price is ￥12,356
￥14,503 total
includes taxes & fees
Feb 4 - Feb 5
Aloft Chicago Mag Mile
Rooftop bar, alfresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,016 reviews)
  • cleanliness
    Enjoy rooftop views and spa treatments at this luxurious Chicago retreat.
"Clean rooms, great staff, and great location."
United States
Romel
The price is ￥11,092
￥16,645 total
includes taxes & fees
Feb 24 - Feb 25
The Godfrey Hotel Chicago
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,765 reviews)
"Great stay"
United States
Jennifer
The price is ￥12,257
￥14,389 total
includes taxes & fees
Feb 8 - Feb 9
Hilton Chicago/Magnificent Mile Suites
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,727 reviews)
  • cleanliness
    Stylish Art Deco hotel just steps from Michigan Avenue and vibrant downtown Chicago.
"would definitely stay again, good price point "
United States
Abby
The price is ￥7,345
￥11,308 total
includes taxes & fees
Feb 1 - Feb 2
Freehand Chicago
Exterior

Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,903 reviews)
  • cleanliness
    Steps from Michigan Avenue and the Chicago Riverwalk for sightseeing convenience.
"Good staff, clean room , and location excellent"
United States
jesus
The price is ￥11,863
￥13,927 total
includes taxes & fees
Feb 18 - Feb 19
Hilton Garden Inn Chicago Downtown Riverwalk
Exterior

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,516 reviews)
  • cleanliness
    Serene spa hotel near Lake Michigan offers relaxation in the heart of Chicago.
"Great location, friendly staff and nice room"
United States
Srinivasa
The price is ￥8,631
￥14,607 total
includes taxes & fees
Feb 9 - Feb 10
Claridge House Chicago, Tapestry Collection by Hilton
Lobby

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, (2,538 reviews)
  • cleanliness
    Located in River North, this boutique hotel is steps from Michigan Avenue.
"I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic."
United States
Equilla
Hotel Felix River North/Magnificent Mile
Terrace/patio

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,267 reviews)
  • cleanliness
    Enjoy a rooftop pool oasis steps from Michigan Avenue and Chicago's attractions.
"amazing stay"
United States
Anani
The price is ￥13,009
￥15,271 total
includes taxes & fees
Feb 3 - Feb 4
DoubleTree by Hilton Chicago - Magnificent Mile
Cocktail bar

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,946 reviews)
  • cleanliness
    Quirky boutique escape near Michigan Avenue with close access to Red Line transit.
"Very convenient place to stay friendly and helpful staff."
United States
Rick
The price is ￥11,132
￥13,067 total
includes taxes & fees
Feb 3 - Feb 4
ACME Hotel Chicago, Outset Collection by Hilton
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4,971 reviews)
  • cleanliness
    Enjoy riverside leisure just steps from Michigan Avenue and Chicago Riverwalk.
"Great stay, good location, accommodating staff."
United States
Ian
The price is ￥13,967
￥16,396 total
includes taxes & fees
Feb 1 - Feb 2
River Hotel
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,369 reviews)
  • cleanliness
    Discover downtown luxury steps from Millennium Park and Chicago Riverwalk.
"Will stay again!!"
United States
Luzabeth
The price is ￥14,560
￥20,905 total
includes taxes & fees
Feb 21 - Feb 22
Hyatt Centric The Loop Chicago
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,032 reviews)
  • cleanliness
    Discover a prime Chicago location steps from Michigan Avenue and State Street.
"Great place"
United States
Omar
The price is ￥10,113
￥16,349 total
includes taxes & fees
Feb 1 - Feb 2
Warwick Allerton - Chicago
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,275 reviews)
  • cleanliness
    Experience Chicago's grand history at this landmark hotel steps from Millennium Park.
"Excellent stay, we loved it "
United States
Melani
The price is ￥20,760
￥28,230 total
includes taxes & fees
Feb 21 - Feb 22
Palmer House a Hilton Hotel
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3,916 reviews)
  • cleanliness
    Stroll from Michigan Avenue to Chicago's top attractions, dining, and subway access.
"Location, breakfast was good, room was nice. "
United States
Traci
The price is ￥11,019
￥12,936 total
includes taxes & fees
Feb 10 - Feb 11
The Whitehall Hotel, BW Premier Collection
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,838 reviews)
  • cleanliness
    Experience downtown Chicago with access to top attractions and public transit.
"Always a great stay!"
United States
ANN
The price is ￥11,508
￥13,509 total
includes taxes & fees
Feb 8 - Feb 9
Hilton Garden Inn Chicago Downtown South Loop
Exterior

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, (1,156 reviews)
  • cleanliness
    Discover a serene retreat steps from Chicago's iconic Millennium Park.
"Wonderful staff, close to number of attractions "
United States
Raju
The price is ￥13,301
￥15,614 total
includes taxes & fees
Feb 17 - Feb 18
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9,837 reviews)
  • cleanliness
    Lakeside elegance in Chicago with historic charm and stunning views of the water from select rooms.
"Staff was nice, clean room, nice location"
United States
Zyanya
The price is ￥13,513
￥15,863 total
includes taxes & fees
Jan 31 - Feb 1
Congress Plaza Hotel
Exterior

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, (2,674 reviews)
  • cleanliness
    Explore Chicago's prime location within steps of Willis Tower and State Street.
"The location is perfect, the staff was very friendly "
United States
Aimée
The price is ￥12,836
￥17,754 total
includes taxes & fees
Feb 6 - Feb 7
La Quinta Inn & Suites by Wyndham Chicago Downtown
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.
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Learn more about Westchester

Romantic Westchester is calling! Discover its basketball, food, golf, and more.

See all hotels in Westchester
Schiller Woods view in Chicago of Illinois

Top Westchester Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Service was amazing and the staff were there for everything we needed. The rooms were extremely clean. "
Eric 2-night trip
Posted 17 hours ago
Embassy Suites by Hilton Chicago Downtown River North

More cheap stays in Westchester

Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
The price is ￥6,481 per night from Feb 10 to Feb 11
￥6,481
￥7,225 total
Feb 10 - Feb 11
includes taxes & fees
7.8/10 Good! (1,208 reviews)

Frequently asked questions

What's the best place to stay in Westchester?
Located 13.3 mi (21.4 km) from the heart of Westchester, Congress Plaza Hotel is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Hilton Chicago and Embassy Suites by Hilton Chicago Downtown River North. See all available top hotels, or vacation rentals in Westchester.
What are some of the best vacation rentals in Westchester?
A Home Away From Home!: Visitors like this Westchester vacation home rental. It offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave. See all vacation rentals in Westchester.
If I need to cancel my hotel reservation in Westchester, will I receive a refund?
Yes! The majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Westchester.
Where can I learn more about changing or cancelling my trip to Westchester?
To access more information about updating your trip to Westchester or cancelling it, click here.
What is the top LGBTQ-friendly place to stay in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free WiFi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.
What's the best pet-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people traveling with their pets, and offers a restaurant and a fitness center for its human guests. See more pet-friendly hotel accommodations in Westchester.
What are some accommodations with pools in Westchester?
Hilton Chicago: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club. Embassy Suites by Hilton Chicago Downtown River North and DoubleTree by Hilton Chicago - Magnificent Mile are two additional hotels that feature an onsite pool. View all hotels with pools in Westchester.
What's the best accommodation near O'Hare International Airport (ORD)?
Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.
How is it to stay in Westchester?
Visitors to Westchester are sure to enjoy the shopping and restaurants. Tourists can also enjoy so much more including its basketball games. Around the area, top sights include Wrigley Field, Michigan Avenue, and United Center. In Westchester, there are 13 hotels and other accommodations to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
Wrigley Field, Michigan Avenue, and United Center are some of the notable places to visit in the surrounding area. Additionally, you'll find Soldier Field and Navy Pier in the area. Check out what more to see and do in Expedia's Westchester guide.
What's the seasonal weather like in Westchester?
The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.

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