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Our top choices for Westchester hotels

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)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is ₩161,833
₩181,220 total
includes taxes & fees
Mar 15 - Mar 16
Four Points by Sheraton Chicago Westchester/Oak Brook

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,328 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is ₩139,749
₩164,051 total
includes taxes & fees
Mar 8 - Mar 9
DoubleTree by Hilton Chicago - Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,314 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is ₩254,421
₩340,699 total
includes taxes & fees
Feb 28 - Mar 1
Sofitel Chicago Magnificent Mile

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, (2,377 reviews)
"Great stay"
United States
Blake
The price is ₩200,530
₩284,168 total
includes taxes & fees
Mar 24 - Mar 25
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (1,868 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is ₩143,616
₩168,590 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Garden Inn Chicago Downtown South Loop

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,781 reviews)
"I enjoyed my stay"
United States
Emily
The price is ₩95,639
₩137,488 total
includes taxes & fees
Mar 2 - Mar 3
Freehand 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, (1,197 reviews)
"I love the room + the view"
United States
Kemari
The price is ₩168,994
₩198,382 total
includes taxes & fees
Mar 6 - Mar 7
Hyatt Place Chicago/Downtown - The Loop

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,195 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is ₩173,354
₩253,682 total
includes taxes & fees
Mar 29 - Mar 30
Swissotel - Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,422 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is ₩161,785
₩230,279 total
includes taxes & fees
Mar 4 - Mar 5
Hotel Riu Plaza Chicago

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,119 reviews)
"The stay was perfect!!!"
United States
Ingrid L Perez
The price is ₩158,797
₩186,413 total
includes taxes & fees
Mar 4 - Mar 5
Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,248 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
United States
Sheila
The price is ₩151,493
₩177,838 total
includes taxes & fees
Mar 8 - Mar 9
Homewood Suites by Hilton Chicago Downtown South Loop

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, (2,810 reviews)
"Great stay "
United States
Rudy
The price is ₩169,968
₩241,560 total
includes taxes & fees
Mar 5 - Mar 6
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (473 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is ₩95,381
₩111,968 total
includes taxes & fees
Mar 2 - Mar 3
FOUND Hotel Chicago River North

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,700 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is ₩141,101
₩165,638 total
includes taxes & fees
Mar 29 - Mar 30
The Wade

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,013 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is ₩174,862
₩247,218 total
includes taxes & fees
Mar 18 - Mar 19
Staypineapple, An Iconic Hotel, The Loop

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,001 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is ₩131,973
₩180,142 total
includes taxes & fees
Mar 19 - Mar 20
Le Méridien Essex Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (1,403 reviews)
"Great hotel,, like so much"
United States
Ilham
The price is ₩128,006
₩150,266 total
includes taxes & fees
Mar 2 - Mar 3
Hampton Inn Chicago Downtown/Magnificent Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,101 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is ₩123,165
₩144,582 total
includes taxes & fees
Mar 4 - Mar 5
Aloft Chicago Mag Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,843 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is ₩144,473
₩169,597 total
includes taxes & fees
Mar 5 - Mar 6
Hilton Chicago/Magnificent Mile Suites

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)
"Nice hotel and staff. "
United States
Wendy
The price is ₩181,382
₩212,925 total
includes taxes & fees
Mar 6 - Mar 7
Hampton Inn Chicago West Loop Fulton Market Area
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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 Hotel Riu Plaza Chicago and Hilton Chicago. See all available top hotels, or 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. Provides 2 restaurants, an indoor pool, and a health club. Embassy Suites by Hilton Chicago Downtown River North and Hilton Chicago/Magnificent Mile Suites 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 Navy Pier. 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 Navy Pier are some of the notable places to visit in the surrounding area. Additionally, you'll find United Center and Soldier Field 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.