Westchester Hotels

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Check prices for these dates

Tonight
Feb 16 - Feb 17
Tomorrow
Feb 17 - Feb 18
Next weekend
Feb 21 - Feb 23
In two weeks
Feb 28 - Mar 2

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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)
"Friendly staff. Well cared for property."
The price is P5,359
P6,001 total
includes taxes & fees
Feb 23 - Feb 24
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, (2035)
"I recommend it 100 percent, very good service, clean, a beautiful view of the city"
The price is P7,304
P8,575 total
includes taxes & fees
Feb 24 - Feb 25
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, (1929)
"Beautiful views! Fun night in the city "
The price is P8,801
P12,029 total
includes taxes & fees
Feb 17 - Feb 18
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1413)
"Hotel is extremely clean and the staff is very helpful "
The price is P9,775
P13,310 total
includes taxes & fees
Feb 17 - Feb 18
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, (2626)
"We felt safe and comfortable. Room is clean and nice. Breakfast is delicious. There are shopping store near and walkable."
The price is P7,236
P8,495 total
includes taxes & fees
Feb 24 - Feb 25
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, (1812)
"I enjoyed my stay. The staff was so nice and helpful. I got sick my first night and had to go to the ED. The desk clerk, Edward, was so helpful and he even sent security up to my room to check on me while I waited for the paramedics. There’s a fantastic grocery store right next door, Whole Foods is across the street and there’s a Starbucks within walking distance. I would definitely stay here again. "
The price is P5,655
P6,638 total
includes taxes & fees
Feb 18 - Feb 19
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1438)
"Great property."
The price is P9,111
P12,461 total
includes taxes & fees
Feb 23 - Feb 24
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, (1629)
"We had a pleasant stay at the Fairmont in December. The hotel was clean, located in a great spot, and had the basic amenities we needed. There were some aspects of the room that showed their age (a light was missing in the bathroom and we could see into the ceiling) and the elevators were painfully slow for access to high floors, but for a quick weekend trip it was a good choice. Due to lack of refrigerators in rooms and noise levels we would probably not choose this location for a longer...
The price is P9,839
P13,248 total
includes taxes & fees
Feb 21 - Feb 22
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, (2606)
"Loved "
The price is P4,396
P5,161 total
includes taxes & fees
Feb 19 - Feb 20
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1006)
"nice i enjoyed my staycation "
The price is P5,359
P6,292 total
includes taxes & fees
Feb 17 - Feb 18
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.2 out of 10, Very Good, (1638)
"The staff was nice and friendly. The hotel was clean and we had a beautiful view."
The price is P6,637
P7,792 total
includes taxes & fees
Feb 25 - Feb 26
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, (3200)
"This was a great first time experience. Rooms are exactly how they look in pictures online. Also great costumer service. Stores were open when I needed Motrin and tea at any time of day. "
The price is P9,718
P13,105 total
includes taxes & fees
Feb 17 - Feb 18
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2002)
"Love this hotel"
The price is P7,129
P8,369 total
includes taxes & fees
Feb 23 - Feb 24
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, (1782)
"Beautiful hotel, clean, nice staff. Across the street from a parking garage which was convenient"
The price is P4,049
P6,111 total
includes taxes & fees
Feb 23 - Feb 24
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1034)
"Amazing view & great rooms "
The price is P6,883
P9,438 total
includes taxes & fees
Feb 23 - Feb 24
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, (1006)
"My stay was great! I couldn’t believe the value for the money."
The price is P2,690
P7,117 total
includes taxes & fees
Feb 17 - Feb 18
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, (1530)
"Slay"
The price is P4,828
P5,861 total
includes taxes & fees
Feb 23 - Feb 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, (1452)
"Clean room, nice staff & breakfast was good "
The price is P5,496
P8,082 total
includes taxes & fees
Feb 24 - Feb 25
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)
"Great value for the location. "
The price is P4,376
P5,137 total
includes taxes & fees
Feb 23 - Feb 24
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8497)
"Good spot to the lake shore, but it is very crowded in the elevator. "
The price is P4,956
P5,818 total
includes taxes & fees
Feb 17 - Feb 18
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

Romantic 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 13.3 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 L7 Chicago by LOTTE and citizenM Chicago Downtown. 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 Chicago: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club. Hampton Inn Chicago-O'Hare International Airport and Aloft Chicago Mag Mile 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 Soldier Field. In Westchester, there are 6 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 Soldier Field are some of the notable places to visit in the surrounding area. Additionally, you'll find Navy Pier and United Center 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.