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Compare 5,010 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Four Points by Sheraton Chicago Westchester/Oak Brook
Lobby lounge
Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
8.6 out of 10, Excellent, (1015)
"Nice quiet affordable hotel in this area."
The price is ₩129,683
₩145,218 total
includes taxes & fees
Nov 10 - Nov 11
Four Points by Sheraton Chicago Westchester/Oak Brook
Eurostars Magnificent Mile
Reception
Eurostars Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (3080)
"Very nice location and everything was a 10/10"
The price is ₩153,909
₩180,675 total
includes taxes & fees
Nov 12 - Nov 13
Eurostars Magnificent Mile
Aloft Chicago Mag Mile
Cocktail bar
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2862)
"Had a great stay!"
The price is ₩196,662
₩230,861 total
includes taxes & fees
Nov 9 - Nov 10
Aloft Chicago Mag Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very Good, (4077)
"We definitely will stay there again place was very nice "
The price is ₩241,054
₩282,974 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Garden Inn Chicago Downtown/Magnificent Mile
River Hotel
Reception
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4745)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is ₩156,133
₩183,285 total
includes taxes & fees
Nov 9 - Nov 10
River Hotel
Freehand Chicago
Cocktail bar
Freehand Chicago
4.0 star property
8.0 out of 10, Very Good, (2466)
"Great place"
The price is ₩114,150
₩159,094 total
includes taxes & fees
Nov 10 - Nov 11
Freehand Chicago
Best Western River North Hotel
Rooftop terrace
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1025)
"Great stay"
The price is ₩144,148
₩169,216 total
includes taxes & fees
Nov 9 - Nov 10
Best Western River North Hotel
Congress Plaza Hotel
Banquet hall
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very Good, (9405)
"Beautiful hotel!"
The price is ₩181,806
₩213,421 total
includes taxes & fees
Nov 2 - Nov 3
Congress Plaza Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2090)
"Great hotel"
The price is ₩226,874
₩266,327 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Chicago - Magnificent Mile
FOUND Hotel Chicago River North
Exterior
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very Good, (273)
"Perfect location! Tons of restaurants and shopping nearby! "
The price is ₩114,535
₩134,452 total
includes taxes & fees
Nov 10 - Nov 11
FOUND Hotel Chicago River North
Hilton Chicago
Exterior
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (2257)
"We loved this hotel it was beautiful and convenient . "
The price is ₩262,103
₩349,508 total
includes taxes & fees
Oct 23 - Oct 24
Hilton Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2184)
"Great hotel "
The price is ₩226,874
₩314,851 total
includes taxes & fees
Nov 9 - Nov 10
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hotel Riu Plaza Chicago
Front of property
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2595)
"Great place to stay "
The price is ₩201,570
₩276,782 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Riu Plaza Chicago
voco Chicago Downtown - Riverwalk by IHG
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3208)
"Great stay "
The price is ₩226,874
₩266,327 total
includes taxes & fees
Nov 9 - Nov 10
voco Chicago Downtown - Riverwalk by IHG
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
8.6 out of 10, Excellent, (2583)
"Good place to stay"
The price is ₩203,930
₩264,489 total
includes taxes & fees
Nov 9 - Nov 10
La Quinta Inn & Suites by Wyndham Chicago Downtown
citizenM Chicago Downtown
Terrace/patio
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (3948)
"Great place to stay. "
The price is ₩186,533
₩218,971 total
includes taxes & fees
Nov 9 - Nov 10
citizenM Chicago Downtown
Hilton Chicago/Magnificent Mile Suites
Ballroom
Hilton Chicago/Magnificent Mile Suites
3.5 star property
8.8 out of 10, Excellent, (3096)
"Our stay was great"
The price is ₩204,714
₩240,314 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Chicago/Magnificent Mile Suites
The Allegro Royal Sonesta Hotel Chicago Loop
Exterior
The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
9.0 out of 10, Wonderful, (2130)
"We had an amazing stay for a weekend getaway. "
The price is ₩191,104
₩269,939 total
includes taxes & fees
Nov 13 - Nov 14
The Allegro Royal Sonesta Hotel Chicago Loop
Silversmith Hotel Chicago Downtown
Lobby
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (2017)
"Great place to stay "
The price is ₩181,226
₩256,235 total
includes taxes & fees
Nov 12 - Nov 13
Silversmith Hotel Chicago Downtown
Travelodge by Wyndham Downtown Chicago
Lobby
Travelodge by Wyndham Downtown Chicago
2.0 star property
7.4 out of 10, Good, (2409)
"Comfortable bed, bright room, good shower, very accessible location."
The price is ₩136,880
₩160,693 total
includes taxes & fees
Nov 12 - Nov 13
Travelodge by Wyndham Downtown 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.
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Top Westchester Hotel Reviews

Freehand Chicago

Freehand Chicago

10/10 Excellent
"Convenient location with very helpful staff! "
James 2-night trip
Posted 9 hours ago
Freehand Chicago

More cheap stays in Westchester

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street, Lombard, IL
The price is ₩115,062 per night from Oct 15 to Oct 16
₩115,062
₩127,696 total
Oct 15 - Oct 16
includes taxes & fees
8.8/10 Excellent! (2,306 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 Freehand Chicago and Embassy Suites by Hilton Chicago Downtown River North. 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?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. Hilton Garden Inn Chicago Downtown/Magnificent Mile and InterContinental Chicago Magnificent Mile by IHG 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 11 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.

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