Westchester Hotels

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Check prices for these dates

Tonight
Jan 24 - Jan 25
Tomorrow
Jan 25 - Jan 26
This weekend
Jan 24 - Jan 26
Next weekend
Jan 31 - Feb 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, (1000)
"Check in was easy. We were staying for a funeral and it was convenient to the funeral home."
The price is P6,085
P6,814 total
includes taxes & fees
Feb 9 - Feb 10
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)
"Great property at Navy Pier! Wonderful rooms and staff with the best views of akylone and water in the City of Chicago!!!"
The price is P7,186
P8,435 total
includes taxes & fees
Feb 5 - Feb 6
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, (1925)
"Our stay was created as a Business and Pleasure affair! Husband had a Business Christmas Party at Shedd, and Wifey, just needed a place to chill, eat, and watch the UT OSU playoff game in style... ( hubby was jealous!) Was very pleased with the room, very large, with a gorgeous Navy Pier view, and a great relaxing chair with comfy footstool to watch the game and gaze out the expansive window to gaze at a Winter White Navy Pier and Lake Michigan! Although, needing some food, not wanting to...
The price is P8,703
P11,934 total
includes taxes & fees
Feb 9 - Feb 10
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1401)
"Love this property. Every time I’m in town I stay here!"
The price is P8,132
P11,402 total
includes taxes & fees
Jan 26 - Jan 27
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2592)
"Loved it!"
The price is P6,815
P8,000 total
includes taxes & fees
Feb 9 - Feb 10
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, (1781)
"Loved that it was a short walk to Northwestern hospital. "
The price is P5,570
P6,538 total
includes taxes & fees
Feb 19 - Feb 20
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, (1417)
"Clean, modern and convenient "
The price is P7,814
P10,959 total
includes taxes & fees
Feb 1 - Feb 2
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, (1616)
"This property was very convenient to everything, food, shopping, and entertainment!"
The price is P9,952
P13,400 total
includes taxes & fees
Jan 25 - Jan 26
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Exterior

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2533)
"We came to Chicago to see a show. We were able to check in a little early without question. The room was on the smallish side but designed very efficiently. The bed was comfortable and had a huge TV! The lobby was very clean and modern. Easy access to Uber. "
The price is P4,931
P5,788 total
includes taxes & fees
Jan 28 - Jan 29
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.4 out of 10, Very Good, (1002)
"This place it’s been a go to for a while now. Every time we spend a night in downtown this is the place to go to. Love the room especially the bathroom very clean and lighting spot on"
The price is P4,835
P5,675 total
includes taxes & fees
Feb 5 - Feb 6
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, (1599)
"We loved staying at this hotel mainly because of location and accomodations."
The price is P6,714
P7,881 total
includes taxes & fees
Jan 26 - Jan 27
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, (3174)
"Very clean and nice food was good . Didn’t like about the high parking cost "
The price is P8,664
P11,893 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, (1962)
"Loved our stay at the Hilton. We will be back!"
The price is P6,038
P7,088 total
includes taxes & fees
Feb 16 - Feb 17
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, (1773)
"Everything it is okay"
The price is P4,388
P6,525 total
includes taxes & fees
Feb 1 - Feb 2
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1046)
"Great amenities. Great food and shopping near by."
The price is P7,924
P10,680 total
includes taxes & fees
Jan 30 - Jan 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, (1004)
"Was great "
The price is P3,343
P8,072 total
includes taxes & fees
Jan 26 - Jan 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, (1506)
"The staff was absolutely amazing! Welcoming and inviting. There’s a doorman always up front and transportation for easy pick up! You are steps away from the main shopping. Very accommodating for a quick stay!"
The price is P5,500
P6,676 total
includes taxes & fees
Jan 27 - Jan 28
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, (1373)
"We love the cleanliness and wonderful service! We also love the breakfast buffet lots of choices and delicious! Beautiful room and view! "
The price is P5,811
P8,476 total
includes taxes & fees
Feb 4 - Feb 5
Hotel Riu Plaza Chicago
The Blackstone, Autograph Collection
Lobby lounge

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Wonderful clean room"
The price is P7,430
P10,440 total
includes taxes & fees
Feb 8 - Feb 9
The Blackstone, Autograph Collection
Best Western Grant Park Hotel
Exterior

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2512)
"This hotel is great for value. It is clean and cozy. The staff were very friendly and helpful. Our main issues would be: - the beds could use some updating. The mattresses are a bit worn and the pillows were very uncomfortable. We needed to ask for extras because of how flat they were - there was only one working elevator (two out of service) and it took a long time each day to get up or down but especially down Overall it was good and definitely worth it for the price. It is close to some...
The price is P3,929
P4,612 total
includes taxes & fees
Jan 28 - Jan 29
Best Western Grant Park 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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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 River Hotel and Eurostars 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.

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?

Holiday Inn Chicago Dwtn - The Mart, an IHG Hotel: Hotel, 11-minute walk from State Street. Features 2 restaurants, an indoor pool, and complimentary wireless internet access. Hilton Chicago and InterContinental Chicago Magnificent Mile, an IHG Hotel 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 Michigan Avenue, Wrigley Field, and Millennium Park. In Westchester, there are 7 hotels and other accommodations to choose from. Find out more about Westchester.

What should I see while I'm in Westchester?

Michigan Avenue, Wrigley Field, and Millennium Park are some of the notable places to visit in the surrounding area. Additionally, you'll find Navy Pier 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.