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Compare 5,204 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Westchester hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2107)
"Great place to stay!"
The price is ₩260,700
₩346,452 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1340)
"Great stay highly recommend!! "
The price is ₩136,635
₩201,300 total
includes taxes & fees
Sep 1 - Sep 2
Claridge House

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2250)
"Great stay "
The price is ₩141,736
₩190,924 total
includes taxes & fees
Sep 2 - Sep 3
Freehand Chicago

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very Good, (1006)
"Hotel room was nice and clean!"
The price is ₩126,824
₩142,017 total
includes taxes & fees
Sep 3 - Sep 4
Four Points by Sheraton Chicago Westchester/Oak Brook

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1964)
"Great room and close to attractions "
The price is ₩201,504
₩277,436 total
includes taxes & fees
Sep 3 - Sep 4
Silversmith Hotel Chicago Downtown

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1092)
"Great place to stay, would definitely recommend and stay here again "
The price is ₩178,626
₩209,690 total
includes taxes & fees
Sep 1 - Sep 2
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (574)
"It was a wonderful place to stay! "
The price is ₩177,434
₩208,288 total
includes taxes & fees
Sep 1 - Sep 2
The Chicago Hotel Collection River North

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2021)
"Overall a nice place to stay."
The price is ₩199,574
₩234,280 total
includes taxes & fees
Sep 4 - Sep 5
DoubleTree by Hilton Chicago - Magnificent Mile

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very Good, (1020)
"Great hotel! "
The price is ₩193,720
₩227,408 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Express Chicago - Magnificent Mile by IHG

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great place to stay!"
The price is ₩153,304
₩179,965 total
includes taxes & fees
Sep 2 - Sep 3
Ohio House Motel

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1011)
"Great location and hotel "
The price is ₩188,355
₩221,110 total
includes taxes & fees
Sep 3 - Sep 4
Ivy Boutique Hotel

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1702)
"Had a great stay! The area is very walkable and convenient!!"
The price is ₩141,109
₩174,724 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Saint Clair- Magnificent Mile

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
9.6 out of 10, Exceptional, (1027)
"Great stay, highly recommended"
The price is ₩244,171
₩286,633 total
includes taxes & fees
Sep 22 - Sep 23
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1205)
"Great location, nice room and roomy bathroom and good breakfast."
The price is ₩177,434
₩208,290 total
includes taxes & fees
Sep 2 - Sep 3
The Chicago Hotel Collection - Magnificent Mile

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3364)
"Great location, quiet rooms "
The price is ₩172,032
₩201,948 total
includes taxes & fees
Sep 14 - Sep 15
Club Quarters Hotel, Central Loop, Chicago

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2100)
"Great spot, good location, nice rooms. "
The price is ₩132,677
₩198,284 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Felix River North/Magnificent Mile

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1907)
"Good location and great rooftop"
The price is ₩221,594
₩292,852 total
includes taxes & fees
Sep 1 - Sep 2
The Godfrey Hotel Chicago

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1863)
"Our room was comfortable, the staff was excellent, the breakfast was as expected and the happy hour was a nice touch. "
The price is ₩249,606
₩331,700 total
includes taxes & fees
Sep 1 - Sep 2
Kinzie Hotel

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1963)
"Great stay"
The price is ₩189,539
₩255,223 total
includes taxes & fees
Sep 2 - Sep 3
Millennium Knickerbocker Chicago

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (332)
"Great experience and great hotel "
The price is ₩291,277
₩341,930 total
includes taxes & fees
Sep 2 - Sep 3
Residence Inn Chicago Downtown Magnificent Mile
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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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 Palmer House a Hilton Hotel and Hilton Garden Inn Chicago Downtown/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?

Palmer House a Hilton Hotel: Hotel steps from State Street. Offers a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Garden Inn Chicago Downtown/Magnificent Mile and Embassy Suites by Hilton Chicago Downtown River North 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 8 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.