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
Hilton Chicago/Magnificent Mile Suites
Clean room. Separate bedroom from living room. Booked stay as my son had early appt at children’s hospital. Very accessible location.
Reviewed on 30 Dec 2025
Hilton Chicago
I was only there for one night on NYE and staff was nice nd efficient. I was satisfied.
Reviewed on 2 Jan 2026
Palmer House a Hilton Hotel
The hotel restaurant was delicious
Reviewed on 2 Jan 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.
Chicago Riverwalk
Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.
What to do in Westchester
Chicago: Navy Pier Centennial Wheel Ticket
