Oakland Travel Guide
Chicago
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
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.
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.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Things to do
Skydeck - Willis Tower Admission
Field Museum of Natural History Admission Tickets
Top hotels in Oakland
Congress Plaza Hotel
"I had an amazing view of Lake Michigan and the area but unfortunately Michigan Ave is very noisy at all times of the day and night. In addition, there were no black out shades and due to the rooms facing East, the sunrise was bright and early. I had to buy a sleeping mask just to sleep to 7am. The ..."
Reviewed on 19 May 2026
Hotel Riu Plaza Chicago
"New amenities, awesome breakfast, great location. Pleasently surprised, especially by the quality of the breakfast."
Reviewed on 19 May 2026
The Chicago Hotel Collection - Magnificent Mile
"BEWARE: I booked and paid for this hotel a month in advance. My train was delayed a few hours, so I arrived at the hotel about 7pm. However, I completed an echeck-in at the hotels request at 1pm. Upon arriving, there was a short line of people waiting to check-in and they were upset and asking to ..."
Reviewed on 19 May 2026
Hotel Felix River North/Magnificent Mile
"Staff is excellent. Breakfast was below standards - muffins, fruit, juice, and a couple breakfast sandwiches the staff put in the microwave. I’d pass on the breakfast. Nice location. Rooms were okay - the bed in our room was full of cat scratches."
Reviewed on 18 May 2026
River Hotel
"Very pleased with my stay. Room was a little small but otherwise very good. Clean and well maintained. Location is excellent."
Reviewed on 19 May 2026
Freehand Chicago
"Our room was clean and efficient. Very content with our stay. Just had the premium quad since there for a short time and wasn’t in room much. I recommend staying as the location is good for sightseeing with everything in walking distance"
Reviewed on 19 May 2026
Other neighbourhoods 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
Travellers choose Near South Side for its ample dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.
South Loop
Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.
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 of the city at Washington Station or Monroe Station (Blue Line).
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.
Downtown Chicago
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
