Oakland, IL
Chicago
Popular places to visit
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
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.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Oakland Hotel Deals
Hilton Chicago/Magnificent Mile Suites
Great hotel
Reviewed on 2026/1/2
Hilton Chicago
There were a few old face towels still hanging in the bathroom. Other than that the stay was good !
Reviewed on 2026/1/3
Palmer House a Hilton Hotel
We loved the restaurant staff and options. Mrs. Rose and Tony.
Reviewed on 2026/1/2
Club Quarters Hotel Wacker at Michigan, Chicago
The room was a great price for New Year’s Eve . The room was clean and comfortable. My only complaint was valet was full
Reviewed on 2026/1/2
Embassy Suites by Hilton Chicago Downtown River North
Nice they have a happy hour but could improve on the snack selection
Reviewed on 2026/1/2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Extraordinary Overall⭐️⭐️⭐️⭐️⭐️
Reviewed on 2026/1/2
Other neighborhoods around Oakland
Hyde Park
Hyde Park is noteworthy for its museums, and you can make a stop at top attractions like Lake Michigan and Robie House.
Near South Side
Travelers choose Near South Side for its abundant dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.
South Loop
Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Oakland, IL
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- Nuclear Energy Sculpture
- Visit Bronzeville
- Visit United Center
- Chicago Theatre
- Visit Fuller Park
- Visit The Loop
- Visit East Village
- University of Chicago
- Civic Opera House
- American Police Center & Museum
- Visit Avalon Park
- Visit South Loop
- Visit Near South Side
- Ida B Wells House
- Bond Chapel
- Visit Grace Abbott Homes
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- Muddy Waters’ House
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- Visit Jackson Park Highlands
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- Visit Chicago Lawn
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- Grant Park
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- Visit North Lawndale
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