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Check prices for these dates

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

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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, (1,002 reviews)
"Central location for my trip"
United States
James
The price is ₩165,880
₩185,753 total
includes taxes & fees
Jun 7 - Jun 8
Four Points by Sheraton Chicago Westchester/Oak Brook
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (3,033 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is ₩235,338
₩351,514 total
includes taxes & fees
Jun 10 - Jun 11
Freehand Chicago
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, (2,516 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is ₩378,131
₩501,561 total
includes taxes & fees
Jun 14 - Jun 15
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,145 reviews)
"Excellent stay"
United States
Jennifer
The price is ₩306,394
₩364,273 total
includes taxes & fees
Jun 3 - Jun 4
Congress Plaza Hotel
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,207 reviews)
"Perfect for couples and the location is amazing"
United States
Jaden
The price is ₩344,804
₩409,936 total
includes taxes & fees
Jun 14 - Jun 15
River Hotel
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,476 reviews)
"Great stay"
United States
Ontario
The price is ₩287,543
₩341,861 total
includes taxes & fees
Jun 3 - Jun 4
The Chicago Hotel Collection - Magnificent Mile
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,238 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is ₩319,302
₩425,644 total
includes taxes & fees
Jun 21 - Jun 22
Silversmith Hotel Chicago Downtown
Lobby

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,261 reviews)
"Nice place to stay"
United States
Jimmie
The price is ₩339,300
₩403,420 total
includes taxes & fees
Jun 14 - Jun 15
Aloft by Marriott Chicago Mag Mile
Lobby

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,609 reviews)
"Staff was friendly and helpful.. location was great"
United States
Amber
The price is ₩242,939
₩288,831 total
includes taxes & fees
Jun 3 - Jun 4
Travelodge by Wyndham Downtown Chicago
Room service - dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,846 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is ₩527,566
₩627,244 total
includes taxes & fees
Jun 14 - Jun 15
The Wade
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,579 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is ₩361,920
₩430,286 total
includes taxes & fees
Jun 14 - Jun 15
Eurostars Magnificent Mile
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, (1,076 reviews)
"Clean rooms, comfy bed."
United States
Brenda
The price is ₩392,231
₩511,047 total
includes taxes & fees
Jun 14 - Jun 15
Staypineapple, An Iconic Hotel, The Loop
Reception

Ohio House Motel

Ohio House Motel
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,120 reviews)
"Just stayed this past weekend and couldn’t be more pleased! The rooms were clean and renovated. The location is excellent. Five minute walk to the train station, tons of shops and restaurants nearby. Will be staying here again next time we visit Chicago!"
United States
Linette
The price is ₩321,475
₩377,379 total
includes taxes & fees
Jun 2 - Jun 3
Ohio House Motel
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,510 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is ₩235,715
₩280,231 total
includes taxes & fees
Jun 22 - Jun 23
The Chicago Hotel Collection Ambassador Gold Coast
Lobby sitting area

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, (2,292 reviews)
"Excellent location and friendly staff."
United States
Radhika
The price is ₩367,331
₩436,721 total
includes taxes & fees
Jun 14 - Jun 15
Club Quarters Hotel Wacker at Michigan, Chicago
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,521 reviews)
"Definitely In going to this hotel again soon Very nice hotel staff and clean and the location was great "
United States
Mary
The price is ₩277,010
₩329,338 total
includes taxes & fees
Jun 14 - Jun 15
Club Quarters Hotel, Central Loop, Chicago
View from property

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
"All around great stay. "
United States
Nicholas
The price is ₩357,581
₩425,128 total
includes taxes & fees
Jun 18 - Jun 19
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
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, (2,727 reviews)
"Amazing place"
United States
Rodolfo
The price is ₩222,732
₩310,830 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Felix River North/Magnificent Mile
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,457 reviews)
"My favorite place to stay!"
United States
Teresa
The price is ₩442,006
₩570,451 total
includes taxes & fees
Jun 21 - Jun 22
Palmer House a Hilton 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, (2,800 reviews)
"Very clean room, nice breakfast and really nice hotel restaurant"
United States
Hugo
The price is ₩353,852
₩447,251 total
includes taxes & fees
Jun 11 - Jun 12
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

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

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Schiller Woods view in Chicago of Illinois

Top Westchester Hotel Reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

8/10 Good
"Staff was professional. Room was clean"
Pierre 1-night trip
Posted less than an hour ago
Hotel Felix River North/Magnificent Mile

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 ₩86,861 per night from Jun 5 to Jun 6
₩86,861
₩97,266 total
Jun 5 - Jun 6
includes taxes & fees
5.4/10 (1,000 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 Hotel Riu Plaza Chicago and The Chicago Hotel Collection - Magnificent Mile. 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?
Holiday Inn Chicago Dwtn - The Mart by IHG: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. Aloft by Marriott Chicago Mag Mile 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, Navy Pier, and United Center. 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, Navy Pier, and United Center are some of the notable places to visit in the surrounding area. Additionally, you'll find Michigan Avenue 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.