Book Westchester hotels

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Westchester

Cheap Westchester hotels

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$309 per night from 22 Sept to 23 Sept
AU$309
22 Sept - 23 Sept
includes taxes & fees
With a stay at Embassy Suites by Hilton Chicago Downtown River North, you'll be centrally located in Chicago, steps from State Street and 4 minutes by foot from ...
Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
Opens in a new windowCongress Plaza Hotel
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$278 per night from 24 Sept to 25 Sept
AU$278
24 Sept - 25 Sept
includes taxes & fees
With a stay at Warwick Allerton - Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and 11 minutes by foot from Chicago Riverwalk.
Opens in a new windowWarwick Allerton - Chicago
Save an average of 15% on thousands of hotels when you're signed in
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$278 per night from 22 Sept to 23 Sept
AU$278
22 Sept - 23 Sept
includes taxes & fees
A stay at citizenM Chicago Downtown places you in the heart of Chicago, steps from Michigan Avenue and Chicago Riverwalk.
Opens in a new windowcitizenM Chicago Downtown
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$285 per night from 20 Oct to 21 Oct
AU$285
20 Oct - 21 Oct
includes taxes & fees
With a stay at Hilton Chicago/Magnificent Mile Suites, you'll be centrally located in Chicago, steps from Michigan Avenue and 8 minutes by foot from Lake ...
Opens in a new windowHilton Chicago/Magnificent Mile Suites
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$376 per night from 18 Oct to 19 Oct
AU$376
18 Oct - 19 Oct
includes taxes & fees
With a stay at Hilton Chicago O'Hare Airport in Chicago (O'Hare), you'll be within a 10-minute drive of Donald E. Stephens Convention Center and Allstate ...
Opens in a new windowHilton Chicago O'Hare Airport
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
The price is AU$325 per night from 22 Sept to 23 Sept
AU$325
22 Sept - 23 Sept
includes taxes & fees
With a stay at Hilton Garden Inn Chicago Downtown/Magnificent Mile, you'll be centrally located in Chicago, steps from State Street and 4 minutes by foot from ...
Opens in a new windowHilton Garden Inn Chicago Downtown/Magnificent Mile
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$261 per night from 1 Oct to 2 Oct
AU$261
1 Oct - 2 Oct
includes taxes & fees
Freehand Chicago is centrally located in Chicago, a 3-minute walk from Chinese Consulate and 5 minutes by foot from Holy Name Cathedral.
Opens in a new windowFreehand Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is AU$508 per night from 21 Sept to 22 Sept
AU$508
21 Sept - 22 Sept
includes taxes & fees
InterContinental Chicago Magnificent Mile by IHG is centrally located in Chicago, a 1-minute walk from Shops at Northbridge and 10 minutes by foot from Water ...
Opens in a new windowInterContinental Chicago Magnificent Mile by IHG
Don't see what you're looking for?
See all available properties in Westchester
View all properties
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.

Hotels in Westchester, Chicago

Eat, sleep, travel, repeat. If that sounds like the perfect life plan, make Chicago your next epic escape! And when it comes to areas to stay in this exciting city, consider Westchester, 20 kilometres from the action.

Sure, you could spend your long-awaited break doing nothing but sitting around with your feet up and a beer in hand, but you'd be really missing out. Chicago is home to unmissable sights, like the University of Chicago, the McCormick Place and John Hancock Center. Don't skip them!

Aim for an albatross and avoid the bunkers when you tee off at Oak Brook Golf Course. If you want to set up camp somewhere close by, check out the rates at the Hyatt Lodge at McDonald's Campus and Chicago Marriott Oak Brook. If you're a bit of a golf nut, organise a round or two at Fresh Meadow Golf Club. The Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt and Best Western Plus Chicago Hillside are your top options if you'd rather base yourself close to this sight.

Holidays! They're for ditching the 2-minute noodles and cordial and treating yourself. Why not start with a large coffee and a scrummy snack nearby at BP? You'll probably all be totes starving by the time dinner comes around, so why not make a reservation at Buona? Whatever you're craving, the chefs will take good care of you here. If all that grub has left you feeling like a beer or two, Prima La Pizza is just a stone's throw away. It's an awesome place to pull up a stool and mingle with the locals!

Accommodation options near Westchester

Don't get your knickers in a knot if you can't find the right room in Westchester. You'll find more places to get a great night's sleep nearby. Hillside is around 3 kilometres from Westchester, and Oak Brook is approximately 5 kilometres away.

In just a few clicks you can shut down the laptop and begin packing your bag for an extraordinary Westchester holiday. From flights to hotels, we'll help you every step of the way — just say the word!

Westchester hotels essential information

Accommodation
5,012 hotels
Lowest Price
AU$261
Highest Price
AU$508
Popular hotels
Embassy Suites by Hilton Chicago Downtown River North, Congress Plaza Hotel, Warwick Allerton - Chicago, citizenM Chicago Downtown, Hilton Chicago/Magnificent Mile Suites, Hilton Chicago O'Hare Airport, Hilton Garden Inn Chicago Downtown/Magnificent Mile, Freehand Chicago, InterContinental Chicago Magnificent Mile by IHG

Most recent Westchester hotel reviews

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.