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.
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.
Things to do
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission
Chicago Sightseeing River and Lake Cruise
Top hotels in Oakland
Hotel Felix River North/Magnificent Mile
I had wonderful interactions and service from the staff from check-in to check out. Jovan provided excellent care, suggestions for activities and was very welcoming during the stay. The room was very comfortable and I enjoyed the sitting area at the bar. Convenient location.
Reviewed on 5 May 2026
River Hotel
Really nice rooms, and the staff was amazing!
Reviewed on 5 May 2026
Hotel Riu Plaza Chicago
Every single person we came in contact with were very kind and respectful. The hotel was clean, quiet, and very centrally located to everything. A big shout out to the bellman/concierge guys on Monday afternoon at around 3:30 pm. My husband dropped some cash on the floor and they came to find us ...
Reviewed on 5 May 2026
Congress Plaza Hotel
My $375 room was very basic for the price but had a lovely view to compensate for the sparse decor. There was no hot water for the 1st shower. I found out later that you had to run the water for at least 20-30 minutes before it got warm enough to bathe. Old building, old pipes. Helpful hint, I found ...
Reviewed on 5 May 2026
Club Quarters Hotel, Central Loop, Chicago
The refillable water station on my floor was really nice and made a huge difference on my stay. Very convenient
Reviewed on 4 May 2026
Hilton Chicago/Magnificent Mile Suites
You had to run the shower, the bathroom faucet, and the one in the room to get the hot water to turn on. The toilets throughout the hotel did not flush well. We had to call maintenance multiple times to.plunge the toilet and the toilet in the lobby had to be flushed multiple times just for tissue ...
Reviewed on 4 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.
