
Westchester Holidays from £1,096
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Your Westchester Holiday
A great way to experience this lively city is with a tailor-made Westchester holiday package. Stay in the neighbourhood of Wicker Park, which is great for nightlife, bars and pubs and cafes or go someplace else — our package deals are all about you. A trip to Westchester is a great opportunity to sightsee. Be sure to visit renowned attractions like Brookfield Zoo, Oakbrook Centre Mall and Frank Lloyd Wright Historic District. Don't put off your visit to this city any longer. The perfect Westchester holiday is only a few clicks away with Expedia.
Top Westchester Flight + Hotel Deals

Virgin Hotels Chicago
Reviewed on 8 Jul 2025

Pendry Chicago
Reviewed on 12 Jul 2025


Trump International Hotel & Tower Chicago
Reviewed on 12 Jul 2025
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 | Brookfield Zoo, Rosemont Theatre and Parkway Bank Park Entertainment District |
Top hotels in Westchester

Reviewed on 9 Jul 2025

Reviewed on 9 Jul 2025

Reviewed on 12 Jul 2025
Popular places to visit

Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
What to do in Westchester

Wendella's 90-min Chicago River Architecture Tour

Chicago By Night River & Lake Cruise
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.