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Compare 4,982 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very Good, (1008)
"The hotel was wonderful!"
The price is NT$2,784
NT$3,117 total
includes taxes & fees
Aug 11 - Aug 12
Four Points by Sheraton Chicago Westchester/Oak Brook

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3038)
"Loved our stay! "
The price is NT$4,628
NT$5,433 total
includes taxes & fees
Aug 13 - Aug 14
Eurostars Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4378)
"Nice staff and really great location :) "
The price is NT$5,434
NT$6,379 total
includes taxes & fees
Jul 24 - Jul 25
River Hotel

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3537)
"Very pleasant place to stay "
The price is NT$5,290
NT$6,209 total
includes taxes & fees
Aug 10 - Aug 11
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2761)
"Great location and friendly staff"
The price is NT$4,967
NT$5,830 total
includes taxes & fees
Aug 10 - Aug 11
Aloft Chicago Mag Mile

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1015)
"Great parking!"
The price is NT$3,662
NT$4,299 total
includes taxes & fees
Jul 27 - Jul 28
Best Western River North Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1917)
"I loved the room pool view, the restaurants & the location "
The price is NT$5,682
NT$6,670 total
includes taxes & fees
Aug 10 - Aug 11
DoubleTree by Hilton Chicago - Magnificent Mile

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8972)
"Great location, beautiful hotel "
The price is NT$5,183
NT$6,084 total
includes taxes & fees
Aug 4 - Aug 5
Congress Plaza Hotel

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2073)
"Stayed many times, great fun!"
The price is NT$3,261
NT$4,342 total
includes taxes & fees
Aug 6 - Aug 7
Freehand Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1268)
"Great location and hotel "
The price is NT$4,301
NT$5,048 total
includes taxes & fees
Aug 10 - Aug 11
Crowne Plaza Chicago West Loop by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very Good, (1012)
"Nice place to stay"
The price is NT$4,431
NT$5,553 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn & Suites Chicago - Downtown by IHG

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1993)
"Great stay! "
The price is NT$5,373
NT$7,165 total
includes taxes & fees
Aug 4 - Aug 5
Hilton Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2066)
"Amazing property clean comfy bedding and wonderful views"
The price is NT$6,931
NT$8,983 total
includes taxes & fees
Aug 7 - Aug 8
Sable at Navy Pier Chicago, Curio Collection by Hilton

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3361)
"Great location- fun hotel"
The price is NT$5,190
NT$6,093 total
includes taxes & fees
Aug 4 - Aug 5
citizenM Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2429)
"Great hotel"
The price is NT$4,721
NT$6,058 total
includes taxes & fees
Aug 10 - Aug 11
La Quinta Inn & Suites by Wyndham Chicago Downtown

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2452)
"Friendly staff, beautiful views, excellent location "
The price is NT$4,321
NT$5,072 total
includes taxes & fees
Aug 10 - Aug 11
Hilton Chicago/Magnificent Mile Suites

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1789)
"Love this hotel"
The price is NT$5,314
NT$6,969 total
includes taxes & fees
Aug 4 - Aug 5
Palmer House a Hilton Hotel

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2244)
"Great value for the cost. Pleasant room and facilities, and very friendly and helpful staff. Will stay there again. "
The price is NT$3,760
NT$4,414 total
includes taxes & fees
Aug 4 - Aug 5
Travelodge by Wyndham Downtown Chicago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (1904)
"Great stay! "
The price is NT$3,997
NT$4,692 total
includes taxes & fees
Aug 10 - Aug 11
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2045)
"Great property and location very friendly and helpful staff "
The price is NT$5,820
NT$7,767 total
includes taxes & fees
Aug 10 - Aug 11
InterContinental Chicago Magnificent Mile by IHG
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.

Top Westchester Hotel 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 InterContinental Chicago Magnificent Mile by IHG and Hilton Chicago/Magnificent Mile Suites. 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.

Where is the best hotel to stay close to Fresh Meadow Golf Club?

Four Points by Sheraton Chicago Westchester/Oak Brook is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and free WiFi. It's located just a short 0.4 mi (0.7 km) from Fresh Meadow Golf Club. Other good options within 5 miles include Hyatt House Oak Brook and Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt.

What's the best place to stay if I'm looking to play golf in Westchester?

Four Points by Sheraton Chicago Westchester/Oak Brook is a hotel featuring free WiFi and pillowtop beds, and it's a top choice for playing a round of golf. See more golf hotels in Westchester.

What are some accommodations with pools in Westchester?

InterContinental Chicago Magnificent Mile by IHG: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a steam room. Another choice with an onsite pool is Embassy Suites by Hilton Chicago Downtown River North. 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.