Oakland Travel Guide
Tourist Guide
Popular places to visit
Wrigley Field
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
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
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
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.
Activities
Skydeck - Willis Tower Admission
Chicago Sightseeing River and Lake Cruise
Chicago Crime and Mob Bus Tour
Our pick of the best Oakland Hotel Deals
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
"Booked 1 bedroom for 1 night based on the pictures and the reviews. Staff was basically one person. He was leaving at 4 pm when I arrived. He showed me to my room which was nothing like the pictures. The room I booked on the app looked clean simple with a modern vibe. The room I walked into looked ..."
Reviewed on 19 May 2026
Hotel Felix River North/Magnificent Mile
"The room was clean but pretty basic. It was good overall but we did have an issue with the a/c switching off in the middle of the night. Unfortunately the hotel didn’t have any fans to remedy that situation. Other than that we had a very enjoyable stay. The location is great!"
Reviewed on 19 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
"My wife and I expected and paid for what was advertised as a larger room with a queen bed and desk. There was no room to walk around the bed or "sit" at the desk, which was maybe a foot wide. The room, itself, was not all that clean, and the toilet was very close to the bed. I might have managed ..."
Reviewed on 20 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.
