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Westchester Vacation Packages
Many of Chicago’s highlights can be found within easy driving distance of Westchester, so it is a great place to base yourself while you are in town. Stevenson Park and the Oak Brook Golf Course are just two of the best places to explore here. Two other interesting attractions you’ll find within a short distance of Westchester are Brookfield Zoo and the York Woods County Forest Preserve.
Chicago’s heart is also filled with interesting places to visit, like Willis Tower and McCormick Place. Don't return to Westchester without a stop at Millennium Park and Hancock Tower.
Those interested in exhibits and shows will find some interesting cultural attractions in and around Westchester. Step inside the many inspiring exhibit spaces such as the Graue Mill and Museum in Oak Brook.
If you are ready to indulge in some retail therapy, amble through the boutiques, stores and stalls that are part of the Oakbrook Center Mall in Oak Brook.
When you’re ready to relax after a long day exploring the charming streets of Westchester, check in to one of the many local accommodation options. Check out the rooms and rates at the DoubleTree by Hilton Chicago - Oak Brook, the Best Western Plus Chicago Hillside, or the Hampton Inn Chicago/Westchester (Oak Brook).
Top Hotel Deals
Hampton Inn Chicago/Westchester (Oak Brook)
2222 Enterprise Drive, WestchesterSituated in the business district, this hotel is within 3 mi (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.
Congress Plaza Hotel
520 South Michigan Avenue, ChicagoBuilt in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.
Inn of Chicago
162 E Ohio St, ChicagoInn of Chicago is a half-block from the Magnificent Mile and 2 blocks from the landmark Tribune Tower. Millennium Park, Navy Pier, and the Art Institute of Chicago are among the many attractions within 1 mile.
Palmer House a Hilton Hotel
17 E Monroe St, ChicagoThis 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent Mile shopping, and Wrigley Tower.
IHSP Chicago Hostel
1616 North Damen Avenue, ChicagoLocated in West Town, this hostel is within 3 mi (5 km) of Humboldt Park, United Center, and Merchandise Mart. Lincoln Park Zoo is 3 mi (4.9 km) away.
Edward Hotel Chicago
6600 N. Mannheim Rd, RosemontSituated 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).
Chicago's Essex Inn
800 S Michigan Ave, ChicagoAcross from the greenery and attractions of Grant Park, the Essex Inn is 3 blocks from the Loop business district and Lake Michigan, 4 blocks from the Art Institute, and a mile from Loop theaters.
Warwick Allerton Hotel Chicago
701 North Michigan Avenue, ChicagoLocated on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is surrounded by fashionable shops, 1 mile from Lake Michigan and the Art Institute.
Top Flight + Hotel Deals
Chicago Marriott Midway
3.5 out of 5.0Thu, 7 Dec - Mon, 11 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$728
per person
Sofitel Chicago Magnificent Mile
4.5 out of 5.0Thu, 7 Dec - Mon, 11 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$794
per person
Renaissance Schaumburg Convention Center Hotel
4.0 out of 5.0Thu, 7 Dec - Thu, 14 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$919
per person
Fairmont Chicago at Millennium Park
4.5 out of 5.0Thu, 7 Dec - Mon, 11 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$855
per person
Hotel Lincoln
4.0 out of 5.0Tue, 19 Dec - Sat, 23 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$656
per person
Hotel EMC2, Autograph Collection
4.0 out of 5.0Sat, 25 Nov - Wed, 29 Nov
Vancouver Intl. - O'Hare Intl.
C$1,042
per person
Fairfield Inn and Suites by Marriott Chicago Midway Airport
2.5 out of 5.0Thu, 7 Dec - Mon, 11 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$703
per person
Hampton Inn Chicago-Midway Airport
2.5 out of 5.0Thu, 7 Dec - Mon, 11 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$688
per person
Waldorf Astoria Chicago
5.0 out of 5.0Thu, 7 Dec - Thu, 14 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$2,093
per person
Residence Inn by Marriott Chicago Downtown Magnificent Mile
3.0 out of 5.0Thu, 7 Dec - Mon, 11 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$642
per person
Residence Inn Chicago Downtown/loop
3.5 out of 5.0Thu, 7 Dec - Mon, 11 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$704
per person
Conrad Chicago
4.5 out of 5.0Thu, 7 Dec - Thu, 14 Dec
Pierre Elliott Trudeau Intl. - O'Hare Intl.
C$1,167
per person
Top Deals On Flights
These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.
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