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.
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.
Things to do
Skydeck - Willis Tower Admission
Chicago CityPASS®: Experience 5 must-see attractions
Top hotels in Oakland
Hotel Felix River North/Magnificent Mile
If you’re up for walking, this hotel is a great place to stay close enough to most things.
Reviewed on 8 May 2026
River Hotel
Get the breakfast, you go next door with coupons and it’s excellent! So convenient. We also went there for drinks and appetizers before going to the Chicago theater.
Reviewed on 8 May 2026
Hotel Riu Plaza Chicago
Check in was unpleasant. We arrived early before our room was ready. So i checked in, left our bags and went out. We returned later to see if room was ready. The attendant could not find my reservation and had to ask for help. The attendant who checked me in early remembered me and said to the attendant ...
Reviewed on 8 May 2026
Congress Plaza Hotel
The hotel looks really cool as it’s really old. The rooms are very basic, a coffee maker and a tiny tv. The south tower is right on the train line so it can be noisy with the train rattling past. The staff was nice. We didn’t use many of the amenities (like restaurants) so I can’t comment on them. ...
Reviewed on 8 May 2026
Club Quarters Hotel, Central Loop, Chicago
Clean room
Reviewed on 8 May 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
The Holiday Inn Voco at Wolf Point continues to exceed expectations! Warm, welcoming staff, spotless rooms and outstanding service by housekeeping! I call it my home away from home and I stay there frequently when visiting our children! Spectacular views, inviting atmosphere and stay second to none! ...
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.
