Oakland, IL
Chicago
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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.
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Oakland Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
Rooms are clean. Personal great. Breakfast excellent. 💯 recommended 👌
Reviewed on 2025/11/17
Palmer House a Hilton Hotel
Classy and classic! Never disappoints
Reviewed on 2025/11/16
Hilton Chicago/Magnificent Mile Suites
Great stay!
Reviewed on 2025/11/17
citizenM Chicago Downtown
Clean hotel, good location close to everything, friendly and helpful staff.
Reviewed on 2025/11/17
Warwick Allerton - Chicago
Parking was cumbersome and expensive. Check-in desk on 2nd floor was cumbersome. Hotel and room was very nice.
Reviewed on 2025/11/17
The Whitehall Hotel, BW Premier Collection
Not a negative thing to say. As a former room attendant, I'm not normally impressed by a hotel. The room was clean and spacious. The staff was personable and helpful. The location is definitely in walking distance from the Magnificient Mile. The price was super reasonable for a last minute booking. ...
Reviewed on 2025/11/17
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
- Places of interest
- Oakland Hotels by Star Rating
- Hotels in top Chicago neighborhoods
- Other vacations you might like
- Wrigley Field
- Michigan Avenue
- Navy Pier
- Millennium Park
- Chicago Riverwalk
- Lake Michigan
- Grant Park
- University of Chicago
- Northwestern University
- Willis Tower
- Art Institute of Chicago
- Donald E. Stephens Convention Center
- Chicago Theatre
- State Street
- Loyola University Chicago
- Griffin Museum of Science and Industry
- Northwestern Memorial Hospital
- University of Illinois Chicago
- Rosemont Theatre
- Water Tower Place
- Lincoln Park Zoo
- 875 North Michigan Avenue
- Cloud Gate
- Merchandise Mart
Other Hotels near Oakland, Chicago
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