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Check prices for these dates

Tonight
6 Mar - 7 Mar
Tomorrow
7 Mar - 8 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

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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, (1,003 reviews)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is ฿3,590
฿4,021 total
includes taxes & fees
5 Apr - 6 Apr
Four Points by Sheraton Chicago Westchester/Oak Brook
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,879 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is ฿3,300
฿3,874 total
includes taxes & fees
18 Mar - 19 Mar
Hilton Chicago/Magnificent Mile Suites
Shared kitchen

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (483 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is ฿2,837
฿3,331 total
includes taxes & fees
23 Mar - 24 Mar
FOUND Hotel Chicago River North
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,084 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is ฿2,908
฿4,159 total
includes taxes & fees
31 Mar - 1 Apr
The Godfrey Hotel 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, (2,397 reviews)
"Great stay"
United States
Blake
The price is ฿4,753
฿6,662 total
includes taxes & fees
31 Mar - 1 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,727 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is ฿4,350
฿5,106 total
includes taxes & fees
24 Mar - 25 Mar
L7 Chicago by LOTTE
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,711 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is ฿3,463
฿4,066 total
includes taxes & fees
22 Mar - 23 Mar
The Wade
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is ฿4,436
฿6,141 total
includes taxes & fees
8 Mar - 9 Mar
The Blackstone, Autograph Collection
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,074 reviews)
"Great place "
United States
Kamilah
The price is ฿5,375
฿7,428 total
includes taxes & fees
24 Mar - 25 Mar
Fairmont Chicago at Millennium Park
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,399 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is ฿4,457
฿5,232 total
includes taxes & fees
20 Mar - 21 Mar
Hyatt Centric The Loop 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, (1,018 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is ฿4,226
฿5,892 total
includes taxes & fees
19 Mar - 20 Mar
Staypineapple, An Iconic Hotel, The Loop
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,318 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is ฿4,273
฿5,810 total
includes taxes & fees
5 Apr - 6 Apr
Palmer House a Hilton Hotel
Interior

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,791 reviews)
"I enjoyed my stay"
United States
Emily
The price is ฿2,454
฿3,440 total
includes taxes & fees
9 Mar - 10 Mar
Freehand Chicago
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,468 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is ฿4,192
฿5,817 total
includes taxes & fees
24 Mar - 25 Mar
Hotel Riu Plaza Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,212 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is ฿3,865
฿5,655 total
includes taxes & fees
29 Mar - 30 Mar
Swissotel - Chicago
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, (1,301 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is ฿3,484
฿4,090 total
includes taxes & fees
8 Mar - 9 Mar
The Chicago Hotel Collection Ambassador Gold Coast
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,006 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
United States
Jennifer
The price is ฿4,261
฿5,950 total
includes taxes & fees
8 Mar - 9 Mar
Arlo Chicago
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,138 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is ฿6,355
฿8,765 total
includes taxes & fees
22 Mar - 23 Mar
Pendry Chicago
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,136 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is ฿3,305
฿3,879 total
includes taxes & fees
8 Mar - 9 Mar
Aloft Chicago Mag Mile
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, (1,882 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is ฿3,776
฿4,432 total
includes taxes & fees
25 Mar - 26 Mar
Hilton Garden Inn Chicago Downtown South Loop
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, dining, golf and more.

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

Top Westchester Hotel Reviews

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent
"Tes"
Richard 2-night trip
Posted 2 hours ago
Courtyard by Marriott Chicago 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 ฿1,687 per night from 13 Mar to 14 Mar
฿1,687
฿1,889 total
13 Mar - 14 Mar
includes taxes & fees
5.6/10 (1,004 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 traveller data. Two other options for your stay in the area are Hotel Riu Plaza 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! Most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Westchester.
What is the favourite LGBTQ-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free Wi-Fi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.
What's the best dog-friendly place to stay in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people travelling with their pets, and offers a restaurant and a fitness centre for its human guests. See more pet-friendly hotel accommodations in Westchester.
What are some accommodation options 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 Chicago/Magnificent Mile Suites and Hilton Chicago are two additional hotels with an on-site pool. View all hotels with pools in Westchester.
What's it like to stay in Westchester?
Visitors to Westchester will definitely 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 12 hotels and other accommodation options 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. Take a look at what more there is to see and do in Expedia's Westchester guide.
What's the seasonal weather in Westchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Westchester are January, November, February and December, with each month seeing an average of 13 cm of snowfall.