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Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

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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, (1,007 reviews)
"Central location for my trip"
United States
James
The price is ￥16,843
￥18,860 total
includes taxes & fees
Jul 5 - Jul 6
Four Points by Sheraton Chicago Westchester/Oak Brook
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,242 reviews)
"Great location"
United States
Gabino
The price is ￥20,550
￥29,321 total
includes taxes & fees
Jul 5 - Jul 6
Silversmith Hotel Chicago Downtown
Terrace/patio

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, (2,535 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is ￥35,542
￥47,787 total
includes taxes & fees
Jul 6 - Jul 7
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,402 reviews)
"Great stay!"
United States
Avradita
The price is ￥26,431
￥31,422 total
includes taxes & fees
Jul 5 - Jul 6
Hilton Chicago/Magnificent Mile Suites
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,405 reviews)
"The breakfast, location, and staff were amazing."
United States
Corey
The price is ￥25,654
￥35,072 total
includes taxes & fees
Jun 30 - Jul 1
Hotel Riu Plaza Chicago
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,800 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is ￥25,538
￥35,702 total
includes taxes & fees
Jun 29 - Jun 30
Omni Chicago Hotel
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,635 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is ￥25,666
￥30,514 total
includes taxes & fees
Jul 1 - Jul 2
Eurostars Magnificent Mile
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,237 reviews)
"Great stay thanks"
United States
Felipa
The price is ￥21,776
￥25,890 total
includes taxes & fees
Jun 29 - Jun 30
Congress Plaza Hotel
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,508 reviews)
"Staff was great."
United States
Marianne
The price is ￥32,595
￥44,475 total
includes taxes & fees
Jul 5 - Jul 6
Hyatt Regency Chicago
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,656 reviews)
"Excellent location."
United States
Mirna
The price is ￥31,954
￥43,713 total
includes taxes & fees
Jul 5 - Jul 6
Sheraton Grand Chicago Riverwalk
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (3,090 reviews)
"Staff very easy to talk with and happy to help Useful amenities, location was even better than anticipated."
United States
John
The price is ￥18,707
￥29,870 total
includes taxes & fees
Jul 5 - Jul 6
Freehand Chicago
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,088 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is ￥22,297
￥31,268 total
includes taxes & fees
Jul 7 - Jul 8
Staypineapple, An Iconic Hotel, The Loop
2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,730 reviews)
"Great location, excellent room and amenities proactively attentive staff."
United States
Robert
The price is ￥32,871
￥43,787 total
includes taxes & fees
Jul 1 - Jul 2
LondonHouse Chicago, Curio Collection by Hilton
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,493 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is ￥30,779
￥41,363 total
includes taxes & fees
Jul 5 - Jul 6
Palmer House a Hilton Hotel
Lobby

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,625 reviews)
"Great location and helpful staff."
United States
Ming
The price is ￥18,134
￥21,562 total
includes taxes & fees
Jul 1 - Jul 2
Travelodge by Wyndham Downtown Chicago
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, (1,254 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is ￥26,821
￥31,886 total
includes taxes & fees
Jul 5 - Jul 6
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,248 reviews)
"Location is great and staff is very nice and helpful"
United States
Deborah
The price is ￥18,427
￥21,910 total
includes taxes & fees
Jul 5 - Jul 6
River Hotel
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,134 reviews)
"Excellent location and welcoming staff."
United States
Tammy
The price is ￥28,629
￥38,886 total
includes taxes & fees
Jul 5 - Jul 6
Arlo Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,187 reviews)
"Easy check in , helpful staff , convenient location ."
United States
MIRCEA
The price is ￥31,039
￥42,624 total
includes taxes & fees
Jul 7 - Jul 8
Fairmont Chicago at Millennium Park
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,449 reviews)
"Great location, nice property, helpful staff, and spacious, comfortable rooms."
United States
Sunil
The price is ￥27,109
￥37,367 total
includes taxes & fees
Jul 2 - Jul 3
The Royal Sonesta 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

Upscale 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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Great view of the lake on the north/west side!"
Chase 1-night trip
Posted less than an hour ago
Hilton Chicago/Magnificent Mile Suites

More cheap stays in Westchester

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

22 West Algonquin Road Arlington Heights IL
The price is ￥9,944 per night from Jul 1 to Jul 2
￥9,944
￥11,135 total
Jul 1 - Jul 2
includes taxes & fees
5.4/10 (1,006 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 The Chicago Hotel Collection - Magnificent Mile and Hotel Riu Plaza Chicago. See all available top hotels, or vacation rentals in Westchester.
What are some of the best vacation rentals in Westchester?
ENVITAE Hotel, 4BR Luxury Modern Apartments: Visitors like this Westchester vacation home rental. It is located in the city center and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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/Magnificent Mile Suites: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. 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 Soldier Field. In Westchester, there are 17 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 Soldier Field are some of the notable places to visit in the surrounding area. Additionally, you'll find Navy Pier and United Center 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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