Westchester Hotels

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Check prices for these dates

Tonight
Mar 22 - Mar 23
Tomorrow
Mar 23 - Mar 24
Next weekend
Mar 28 - Mar 30
In two weeks
Apr 4 - Apr 6

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Top 10 trending Westchester hotels

Four Points by Sheraton Chicago Westchester/Oak Brook
Reception

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very Good, (1001)
"It was a wonderful place to stay. Convenient to where we needed to be clean quiet nice place."
The price is P5,321
P5,958 total
includes taxes & fees
Mar 30 - Mar 31
Four Points by Sheraton Chicago Westchester/Oak Brook
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2020)
"Nice hotel with plenty of options. Walking distance to downtown. I only wish they have pool, but still amazing stay"
The price is P9,357
P10,984 total
includes taxes & fees
Apr 6 - Apr 7
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1983)
"Great"
The price is P9,483
P12,811 total
includes taxes & fees
Mar 23 - Mar 24
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1436)
"Clean and spacious room and bathroom! Stayed here for 3 nights. "
The price is P11,411
P15,213 total
includes taxes & fees
Mar 23 - Mar 24
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2646)
"Very nice"
The price is P8,218
P9,647 total
includes taxes & fees
Apr 2 - Apr 3
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1839)
"Check-in staff/front desk were exceptional! Great customer service. Thank you!"
The price is P5,904
P6,931 total
includes taxes & fees
Mar 30 - Mar 31
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Exterior

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1453)
"Everyone that we met at from the valet, bellhop, to the reservation lady’s were very pleasant and efficient. Thank you to them all"
The price is P9,537
P12,945 total
includes taxes & fees
Apr 20 - Apr 21
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Front of property - evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1661)
"Best place to stay in downtown Chicago for the best price and staff, especially Gail Walker and Benjamin"
The price is P10,270
P13,738 total
includes taxes & fees
Mar 29 - Mar 30
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2664)
"Great location to walk to restaurants and go shopping"
The price is P4,989
P5,856 total
includes taxes & fees
Apr 20 - Apr 21
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1002)
"Very good and fine stay Front desk man Charles different story very welcoming and helpful "
The price is P5,313
P6,236 total
includes taxes & fees
Mar 23 - Mar 24
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (1693)
"I cannot recommend this hotel enough!! Every single member of the staff was so polite and hospitable- from front desk to dining to housekeeping. The unit was so spacious and had everything I needed for a month-long stay. And you can’t beat the location!"
The price is P7,397
P8,683 total
includes taxes & fees
Mar 27 - Mar 28
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3228)
"great St Patrick celebration"
The price is P9,920
P13,328 total
includes taxes & fees
Apr 19 - Apr 20
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2064)
"Wonderful "
The price is P7,067
P8,296 total
includes taxes & fees
Mar 25 - Mar 26
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1796)
"Good all around except issue both on check in and check out .Upgrading their software/ PMS they had not transferred our booking so looked like we had no reservation. Took 2 of them several minutes to book us in. Frustrating as had been emailed day before to check in online with all our details(like airline)otherwise our booking would be seen as a no show .On checkout found they had not connected rooms for charging so delay while connected 2 room booking so could settle with one payment"
The price is P4,577
P6,716 total
includes taxes & fees
Apr 2 - Apr 3
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1021)
"Loved staying here ! The renovations made it a little complicated but overall lovely hotel. "
The price is P6,808
P9,335 total
includes taxes & fees
Mar 30 - Mar 31
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1015)
"Everything was good, front desk and room cleanliness etc. FYI, only — parking is something you need to plan for it is in the middle of downtown (price wise), but available across the hotel. "
The price is P2,775
P7,206 total
includes taxes & fees
Mar 26 - Mar 27
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very Good, (1547)
"Great experience "
The price is P5,677
P6,892 total
includes taxes & fees
Mar 23 - Mar 24
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1615)
"Great Hotel, will definitely book again for my wife and I and with the kids too!"
The price is P6,824
P9,627 total
includes taxes & fees
Mar 23 - Mar 24
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2507)
"The shower leaked through the bottom soaked the floor. Other than that a great stay"
The price is P4,630
P5,435 total
includes taxes & fees
Apr 7 - Apr 8
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8619)
"Hotel is older- has some character. Rooms are basic but clean. No frills. Great location. "
The price is P6,549
P7,688 total
includes taxes & fees
Mar 24 - Mar 25
Congress Plaza Hotel
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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Frequently asked questions

What's the best place to stay in Westchester?

Located 13.4 mi (21.5 km) from the heart of Westchester, River Hotel is a top choice for your stay based on our traveler data. Other good options for your trip to the area are L7 Chicago by LOTTE and Congress Plaza Hotel. 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?

Hilton Garden Inn Chicago Downtown/Magnificent Mile: Hotel, 4-minute walk from Michigan Avenue. Offers complimentary wired internet access, an indoor pool, and LCD televisions. Another choice with an onsite pool is Hilton Chicago. 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 Art Institute of Chicago 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.