Westchester Holidays
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Your Westchester Holiday
Book a tailored Westchester holiday package that includes everything you need and nothing you don't. Good for nightlife, bars and pubs and cafes, consider staying in the neighbourhood of Wicker Park. Any trip to Westchester needs a well-planned itinerary. Fill yours with leading attractions like Brookfield Zoo, Oakbrook Centre Mall and Ernest Hemingway Museum and House. Your dream Westchester holiday is only clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored to suit your travel style.
Westchester Holiday
Westchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 16,700 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Rosemont Theatre, Brookfield Zoo and Parkway Bank Park Entertainment District |
Our pick of the best Westchester Hotel Deals
Congress Plaza Hotel
Great location, beautiful historic hotel with clean, updated rooms.
Reviewed on 11 Feb 2026
Hotel Riu Plaza Chicago
The great customer service, clean room, and enjoyed the free breakfast.
Reviewed on 11 Feb 2026
Hilton Chicago
The room was clean and tidy, and room service was fast. Next time I’ll opt for a room with a view.
Reviewed on 16 Feb 2026
Discover the most popular places to visit in Westchester
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
United Center
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
What to do in Westchester
Chicago: Navy Pier Centennial Wheel Ticket
