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Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel
"Great experience"
Reviewed on Jul 15, 2026
Hilton Chicago O'Hare Airport
Congress Plaza Hotel
"Upon arriving at the hotel - some of the doors worked others did not - their signage was very confusing. When we entered our room there was a horrible smell, one of the curtains was falling from the wall. When we tried to take showers there wasn’t any hot water no matter which way you turned the ..."
Reviewed on Jul 16, 2026
Hotel Riu Plaza Chicago
"Outstanding breakfast and one of the nicer traveling experiences I've had in a while. Big Europe vibes (but with AC!) Highly recommend!"
Reviewed on Jul 16, 2026
River Hotel
"The room was next to the alley on the 4th floor and it was very noisy at night"
Reviewed on Jul 15, 2026
Hilton Chicago/Magnificent Mile Suites
Holiday Inn Chicago Dwtn - The Mart by IHG
Hyatt Regency Chicago
The Chicago Hotel Collection - Magnificent Mile
"All staff were friendly and helpful. A special shout out to Raymond for going above and beyond. The property was clean and accommodating. We’ll return on our next trip to Chicago"
Reviewed on Jul 16, 2026
InterContinental Chicago Magnificent Mile by IHG
"The hotel was great in many aspects. The room was cleaned and well maintained. The staff was pleasant and accommodating. The pool huge and majestic. The hotel is a piece of history with modern conveniences. Location, location, location. This hotel is on the best spot of the magnificent mile and close ..."
Reviewed on Jul 15, 2026
Find cheap hotels in Westchester
You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Westchester hotel with Hotwire to complete your one-of-a-kind travel checklist.
For you, intrepid voyager, Hotwire has a large selection of the best hotels in Westchester.
Choosing the right hotel in Illinois has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Westchester’s 4,892 hotels. Choose the one that best catches your trip’s tourist drift.
If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $172. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Westchester hotel deals at the last minute.
While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Westchester. No matter your reason for visiting Westchester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.
Frequently Asked Questions About Westchester hotels
Where can I find the best last-minute travel deals?
If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Westchester for as low as $172.
How many hotels are there in Westchester?
With over 4,892 hotels in Westchester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $172.
How to find cheap car rentals in Westchester?
Finding a cheap car rental deal in Westchester is as easy as scoring cheap hotels in Westchester. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.
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