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Check prices for these dates

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11 Jan - 12 Jan
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12 Jan - 13 Jan
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16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan

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Our top choices for Westchester hotels

Bar (on property)
Four Points by Sheraton Chicago Westchester/Oak Brook

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, (1,005 reviews)
"Thanks, great stay"
United States
Robert
The price is AU$169
includes taxes & fees
19 Jan - 20 Jan
Four Points by Sheraton Chicago Westchester/Oak Brook
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,149 reviews)
"Great breakfast, Clean room, enjoyed the stay"
United States
Shyju
The price is AU$218
includes taxes & fees
1 Feb - 2 Feb
Hotel Riu Plaza Chicago
Exterior
Claridge House Chicago, Tapestry Collection by Hilton

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, (1,516 reviews)
"Very nice and quiet, excellent location"
United States
Anthony
The price is AU$143
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton
Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,034 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is AU$133
includes taxes & fees
19 Jan - 20 Jan
Aloft Chicago Mag Mile
Lobby
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4,906 reviews)
"Would stay there again"
United States
Zach
The price is AU$143
includes taxes & fees
25 Jan - 26 Jan
River Hotel
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,701 reviews)
"Great fun place to stay close to most things in downtown "
United States
Kayla
The price is AU$117
includes taxes & fees
26 Jan - 27 Jan
Freehand Chicago
Terrace/patio
DoubleTree by Hilton Chicago - 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, (2,234 reviews)
"Great hotel "
United States
Jeffrey
The price is AU$150
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,028 reviews)
"Location was perfect, easily accessible"
United States
Adarsh
The price is AU$138
includes taxes & fees
23 Jan - 24 Jan
Warwick Allerton - Chicago
Shared kitchen
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (409 reviews)
"Great rooms, very clean, perfect location "
United States
Valerie Louise
The price is AU$104
includes taxes & fees
21 Jan - 22 Jan
FOUND Hotel Chicago River North
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,811 reviews)
"Staff was great hotel clean close to a lot of dining and stores "
United States
Joseph
The price is AU$132
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Chicago Downtown South Loop
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,176 reviews)
"Hospitality over all was top tier! Will definitely stay again "
United States
Margie
The price is AU$164
includes taxes & fees
10 Feb - 11 Feb
Eurostars Magnificent Mile
Nightclub
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,363 reviews)
"Perfect with a pub next door!"
United States
Chad
The price is AU$143
includes taxes & fees
24 Jan - 25 Jan
Club Quarters Hotel, Central Loop, Chicago
Rooftop bar, al fresco dining, open daily
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,972 reviews)
"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is AU$174
includes taxes & fees
10 Feb - 11 Feb
The Godfrey Hotel Chicago
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2,320 reviews)
"Excellent location, service, view and food!!"
United States
Christine
The price is AU$229
includes taxes & fees
19 Jan - 20 Jan
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

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, (2,055 reviews)
"Great stay"
United States
Kramer
The price is AU$143
includes taxes & fees
25 Jan - 26 Jan
Club Quarters Hotel Wacker at Michigan, Chicago
Cocktail bar
ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,939 reviews)
"Love the location, room, staff, and bar."
United States
Jason
The price is AU$128
includes taxes & fees
18 Jan - 19 Jan
ACME Hotel Chicago, Outset Collection by Hilton
View from room
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,698 reviews)
"Great stay!!!"
United States
Lorenzo Martrel
The price is AU$157
includes taxes & fees
18 Jan - 19 Jan
Hilton Chicago/Magnificent Mile Suites
Bar (on property)
The Whitehall Hotel, BW Premier Collection

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, (3,882 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is AU$134
includes taxes & fees
19 Jan - 20 Jan
The Whitehall Hotel, BW Premier Collection
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,316 reviews)
"Amazing staff and perfect location "
United States
Brandi
The price is AU$137
includes taxes & fees
19 Jan - 20 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Breakfast, lunch, dinner served; American cuisine
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,385 reviews)
"Lovely staff, very clean hotel, convenient location."
United States
Tierra
The price is AU$221
includes taxes & fees
19 Jan - 20 Jan
The Royal Sonesta Chicago River North
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, dining, golf and more.

See all hotels in Westchester
Schiller Woods view in Chicago of Illinois

Top Westchester Hotel Reviews

Recent Reviews in Westchester

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

10/10 Excellent
"Super fast and easy check in / out experience, amazing location and very affordable "
Katie 2-night trip
Posted 10 hours ago
Club Quarters Hotel Wacker at Michigan, Chicago

More cheap accommodation in Westchester

Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
The price is AU$61 per night from 25 Jan to 26 Jan
AU$61
25 Jan - 26 Jan
includes taxes & fees
7.8/10 Good! (1,192 reviews)

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 Hilton Chicago and Palmer House a Hilton Hotel. 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?
Hilton Chicago: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club. Palmer House a Hilton Hotel 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 12 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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