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Our top choices for Westchester hotels

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
Westchester
8.6 out of 10, Excellent, (1002)
"Thanks, great stay"
United States
Robert
The price is AU$169
includes taxes & fees
7 Jan - 8 Jan
Four Points by Sheraton Chicago Westchester/Oak Brook

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2679)
"It's an excellent place."
United States
Jose
The price is AU$114
includes taxes & fees
19 Jan - 20 Jan
Freehand Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3091)
"Second time to stay here, everything is great!"
United States
Wei
The price is AU$217
includes taxes & fees
4 Jan - 5 Jan
Hotel Riu Plaza Chicago

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1502)
"Nice stay"
United States
Michelle
The price is AU$151
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4881)
"Clean friendly hotel "
United States
maria
The price is AU$128
includes taxes & fees
24 Jan - 25 Jan
River Hotel

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1560)
"Great staff and great location. "
United States
Joe
The price is AU$163
includes taxes & fees
8 Jan - 9 Jan
The Wade

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3077)
"Amazing staff and location beautiful hotel "
United States
RANDIE
The price is AU$244
includes taxes & fees
5 Jan - 6 Jan
Swissotel - Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3002)
"Great place to stay"
United States
Elisha
The price is AU$144
includes taxes & fees
6 Jan - 7 Jan
Aloft Chicago Mag Mile

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2305)
"Great stay!"
United States
Angela
The price is AU$203
includes taxes & fees
20 Jan - 21 Jan
Sable at Navy Pier Chicago, Curio Collection by Hilton

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (404)
"Great rooms, very clean, perfect location "
United States
Valerie Louise
The price is AU$104
includes taxes & fees
11 Jan - 12 Jan
FOUND Hotel Chicago River North

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1168)
"Clean rooms. Great amenities. Great price. "
United States
Alondra
The price is AU$198
includes taxes & fees
3 Jan - 4 Jan
The Chicago Hotel Collection - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2212)
"It was a beautiful stay "
United States
Donald
The price is AU$150
includes taxes & fees
11 Jan - 12 Jan
DoubleTree by Hilton Chicago - Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3014)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is AU$153
includes taxes & fees
11 Jan - 12 Jan
Warwick Allerton - Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3176)
"stunning hotel"
Canada
Yiwei
The price is AU$152
includes taxes & fees
1 Feb - 2 Feb
Eurostars Magnificent Mile

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2029)
"Great stay"
United States
Kramer
The price is AU$143
includes taxes & fees
15 Jan - 16 Jan
Club Quarters Hotel Wacker at Michigan, Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3649)
"Great place to stay "
United States
RaShawna
The price is AU$157
includes taxes & fees
8 Jan - 9 Jan
Hilton Chicago/Magnificent Mile Suites

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3841)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is AU$135
includes taxes & fees
4 Jan - 5 Jan
The Whitehall Hotel, BW Premier Collection

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3350)
"Great hotel "
United States
Anthony
The price is AU$143
includes taxes & fees
15 Jan - 16 Jan
Club Quarters Hotel, Central Loop, Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2788)
"Great hotel staff and location. "
United States
Jacqueline
The price is AU$196
includes taxes & fees
11 Jan - 12 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1919)
"Staff were very kind, hotel clean."
United States
Christine
The price is AU$189
includes taxes & fees
15 Jan - 16 Jan
Arlo Chicago
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

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Frequently asked questions

What's the best place to stay in Westchester?
Located 13.7 mi (22.1 km) from the heart of Westchester, Hilton Chicago/Magnificent Mile Suites is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Palmer House a Hilton Hotel and Silversmith Hotel Chicago Downtown. See all available top hotels, or vacation rentals in Westchester.
What are some of the best holiday rentals that Westchester has to offer?
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Westchester offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. See all vacation rentals in Westchester.
If I need to cancel my hotel reservation in Westchester, will I receive a refund?
Yes! Most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Westchester.
What is the favourite LGBTQ-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free Wi-Fi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.
What's the best dog-friendly place to stay in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people travelling with their pets, and offers a restaurant and a fitness centre for its human guests. See more pet-friendly hotel accommodations in Westchester.
What are some accommodation options with pools in Westchester?
Palmer House a Hilton Hotel: Hotel steps from State Street. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Hilton Chicago and Embassy Suites by Hilton Chicago Downtown River North are two additional hotels with an on-site pool. View all hotels with pools in Westchester.
What's it like to stay in Westchester?
Visitors to Westchester will definitely 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 United Center. In Westchester, there are 10 hotels and other accommodation options to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
Wrigley Field, Michigan Avenue and United Center are some of the notable places to visit in the surrounding area. Additionally, you'll find Soldier Field and Navy Pier in the area. Take a look at what more there is to see and do in Expedia's Westchester guide.
What's the seasonal weather in Westchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Westchester are January, November, February and December, with each month seeing an average of 13 cm of snowfall.

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