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Westchester

Westchester is a suburb in Chicago, a marvelous city that is home to 2,700,000 people.

Packages in Westchester

Save cash with your Expedia package deal. When you bundle your flight and accommodation bookings together into one easy package, you save money. Experience more on your Westchester trip with the extra money.

Vacationers who take full advantage of package deals can save as much as 17%.

With our database of some 400 partner airlines and 321,000 hotels, how can you ever go wrong?

Browse the great deals at Expedia and book that special trip you've been thinking about. Your family will thank you for it.

You can postpone your travel reservations with us because we do not charge cancellation fees for almost all of our bookings.

Westchester Vacation Packages

If you're flying in via O'Hare International Airport, head 9 miles south to get to Westchester. Then, when it's time to head for the city, it'll be just 14 miles away.

There's loads to experience nearby! You must visit Ernest Hemingway Museum and House and Unity Temple. Most locals also recommend Frank Lloyd Wright Home and Studio and Madison Street Theatre. Another idea is to head over to a neighboring area, such as Hillside or La Grange Park.

University of Chicago is an iconic sight that has to be on your agenda. It is about 6 miles from the heart of the city.

Adler Planetarium and Astronomy Museum and Chicago Children's Museum are just a couple of the memorable choices that are waiting for you in this vibrant city. You can also check out Navy Pier and John G. Shedd Aquarium.

On the hunt for something to do on a rainy day? Graue Mill and Museum and Lizzadro Museum of Lapidary Art have a mix of interesting exhibits.

Do you think you've got what it takes to score a few birdies at Oak Brook Golf Course and Fresh Meadow Golf Club? These much-loved courses give even the most experienced pros a serious run for their money.

Take a break in the sunshine at one of the local parklands, such as Stevenson Park, York Woods County Forest Preserve and Park District of La Grange.

You never know what truths you may uncover at Forest Home Cemetery and Mayslake Peabody Mansion. These time-weathered sites have their fair share of stories to tell.

Accommodation in Westchester

Before you leave, get a reservation for one of the 37 Westchester accommodation options that can be found on Expedia's hotel booking platform.

The Hyatt Lodge at McDonald's Campus, located at 2815 Jorie Blvd, and the Le Méridien Chicago - Oakbrook Center, at 2100 Spring Road, are great examples of upscale hotels in Westchester. Alternatively, the American Inn & Suites, at 6401 Joliet Rd, and the Extended Stay America - Chicago - Elmhurst - O'Hare, at 550 W Grand Ave, are two more economical choices worth looking into.


Top Hotel Deals

See all 789 Hotels in Westchester
Hampton Inn Chicago/Westchester (Oak Brook)

Hampton Inn Chicago/Westchester (Oak Brook)

2222 Enterprise Drive, Westchester
4.3
of 5, from 670 reviews
2.5 out of 5.0

Situated in the business district, this hotel is within 3 miles (5 km) of Oak Brook Golf Course, York Woods County Forest Preserve and Oakbrook Center Mall. Drury Lane Theater is 3 mi (4.9 km) away.

£49
Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago
4.2
of 5, from 3,939 reviews
4.5 out of 5.0

Located in The Loop, this boutique hotel is within a 10-minute walk of Chicago Board of Trade Building, Willis Tower, and Skydeck Ledge. Art Institute of Chicago and Ford Center for the Performing Arts Oriental Theatre are also within 10 minutes.

£46
River Hotel

River Hotel

75 East Wacker Drive, Chicago
4.2
of 5, from 4,092 reviews
4.5 out of 5.0

Located in The Loop, this hotel is within a 10-minute walk of Chicago Theatre, Wrigley Building and Tribune Tower. Ford Center for the Performing Arts Oriental Theatre and Chicago Cultural Center are also within 10 minutes.

£50
The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago
4.1
of 5, from 7,411 reviews
4.0 out of 5.0

Located in Near North Side, this romantic hotel is within a 5-minute walk of John Hancock Center and Chicago Water Tower. Tribune Tower and Wrigley Building are also within 1 mile (2 km).

£62
Wyndham Grand Chicago Riverfront

Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago
4.4
of 5, from 6,365 reviews
4.5 out of 5.0

Located in The Loop, this romantic hotel is within a 10-minute walk of Chicago Theatre, Wrigley Building, and Tribune Tower. Ford Center for the Performing Arts Oriental Theatre and Chicago Cultural Center are also within 10 minutes.

£66
Edward Hotel Chicago

Edward Hotel Chicago

6600 N. Mannheim Rd, Rosemont
4.0
of 5, from 1,562 reviews
3.5 out of 5.0

Situated near the airport, this hotel is 0.4 mi (0.6 km) from Allstate Arena, and within 3 mi (5 km) of Rivers Casino and Donald E. Stephens Convention Center. Rosemont Theatre and MB Financial Park at Rosemont are also within 3 mi (5 km).

£51
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
3.6
of 5, from 1,919 reviews
3.0 out of 5.0

Located in South Loop, this hotel is steps away from Columbia College Chicago, Museum of Contemporary Photography and Auditorium Building and Theatre. Spertus Institute of Jewish Studies and Fine Arts Building are also within 5 minutes.

£45
Hotel Felix Chicago

Hotel Felix Chicago

111 W Huron St, Chicago
4.1
of 5, from 3,533 reviews
4.5 out of 5.0

Located in Near North Side, this spa hotel is within a 5-minute walk of Project Room, Aldo Castillo Gallery and Holy Name Cathedral. St. James Cathedral and Driehaus Museum are also within 10 minutes.

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