Westchester Hotels

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Top 10 trending Westchester hotels

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2145)
"Stayed many times, great fun!"
The price is P6,043
P9,798 total
includes taxes & fees
Aug 24 - Aug 25
Freehand Chicago

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1052)
"Great location for shopping and dining. "
The price is P1,918
P10,359 total
includes taxes & fees
Aug 5 - Aug 6
The Chicago Hotel Collection Ambassador Gold Coast

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1525)
"This is a nice hotel in a great neighborhood. "
The price is P11,459
P15,278 total
includes taxes & fees
Aug 17 - Aug 18
Loews Chicago Hotel

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very Good, (1000)
"The hotel was wonderful!"
The price is P5,701
P6,384 total
includes taxes & fees
Aug 11 - Aug 12
Four Points by Sheraton Chicago Westchester/Oak Brook

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2754)
"Great place to stay "
The price is P13,247
P15,550 total
includes taxes & fees
Aug 17 - Aug 18
L7 Chicago by LOTTE

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very Good, (1002)
"Great stay"
The price is P8,341
P9,791 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Chicago - Magnificent Mile by IHG

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (315)
"This was a great hotel in a great location."
The price is P10,538
P12,371 total
includes taxes & fees
Aug 24 - Aug 25
Residence Inn Chicago Downtown Magnificent Mile

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1149)
"What a great location for tourists, close to so many sights in Barcelona!! "
The Emily Hotel

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1285)
"nice hotel in a great location"
The price is P8,240
P11,364 total
includes taxes & fees
Aug 12 - Aug 13
Claridge House

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1003)
"Great hotel for families! "
The price is P10,826
P12,709 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt House Chicago West Loop

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1035)
"Nice hotel "
The price is P13,532
P18,252 total
includes taxes & fees
Aug 17 - Aug 18
Pendry Chicago

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (2924)
"I have stayed here twice and Loved it!"
The price is P11,229
P13,181 total
includes taxes & fees
Aug 24 - Aug 25
voco Chicago Downtown - Riverwalk by IHG

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4.0 star property
9.6 out of 10, Exceptional, (1005)
"Clean, large rooms, very comfortable."
The price is P9,168
P10,762 total
includes taxes & fees
Aug 24 - Aug 25
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1177)
"Great location and property!"
The price is P7,174
P10,142 total
includes taxes & fees
Sep 1 - Sep 2
Thompson Chicago, by Hyatt

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1824)
"Beautiful stay! "
The price is P11,350
P14,923 total
includes taxes & fees
Aug 15 - Aug 16
Kinzie Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1002)
"Loved the historic charm of this place and the proximity to the parks and museums! "
The price is P11,868
P15,948 total
includes taxes & fees
Aug 17 - Aug 18
Chicago Athletic Association, a Hyatt Hotel

Viceroy Chicago

4.5 star property
9.4 out of 10, Exceptional, (1062)
"Great location, nice small hotel with friendly staff. "
The price is P18,945
P23,930 total
includes taxes & fees
Aug 17 - Aug 18
Viceroy Chicago

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (536)
"It was a wonderful place to stay! "
The price is P4,379
P9,868 total
includes taxes & fees
Aug 4 - Aug 5
The Chicago Hotel Collection River North

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1343)
"The hotel staff were very pleasant, the room was clean, and the hotel was located in a convenient area. "
The price is P16,066
P20,550 total
includes taxes & fees
Aug 10 - Aug 11
Virgin Hotels Chicago

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (256)
"Room very clean and comfortable."
Level Chicago Fulton Market
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.