Oakland Travel Guide
Chicago
Visit Oakland
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.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
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.
Six Flags Great America
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
Things to do
Chicago CityPASS®: Experience 5 must-see attractions
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Field Museum of Natural History Admission Tickets
Top hotels in Oakland
Congress Plaza Hotel
"Great location for see the city. Staff is very friendly and helpful. The only problem we had was the a/c unit was leaking water on the floor the staff came in the room and turned off the a/c unit and left a fan to help with the summer heat. Parking was expensive but very close to the hotel. Parking ..."
Reviewed on 24 Jun 2026
Hilton Chicago/Magnificent Mile Suites
"Good location, bar and brunch were great. View from the pool and fitness centers was u real. Room was clean but sink faucet was loose and leaking and the bathroom door locks didn’t work well or would stick. Other than that it was nice."
Reviewed on 24 Jun 2026
The Chicago Hotel Collection - Magnificent Mile
"Great location! Very close to Magnificent Mile, restaurant's, and the Museum of Ice Cream. The showers are really tight. Other than that the junior suite was perfect for the price and location. I would definitely book again."
Reviewed on 24 Jun 2026
Hyatt Regency O'Hare Chicago
"I tried checking in at 5pm and my room still wasn’t available. They wanted me to wait for housekeeping until 7pm. Insane. I came from a 8 hr flight and then this lack of service was insane."
Reviewed on 23 Jun 2026
The Chicago Hotel Collection Ambassador Gold Coast
"I loved everything about this hotel it was very beautiful the staff were super friendly only thing i was not happy with was my room.. The room i was given was very outdated, the carpet had bleach stains everywhere, the walls looked like they were gonna cave in, there was paint chipping everywhere, ..."
Reviewed on 24 Jun 2026
River Hotel
"Just great all around and they have a wonderful coffee bar on the 2nd floor."
Reviewed on 24 Jun 2026
Where to stay in Oakland
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.
Magnificent Mile
Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.
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.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Oz Park, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
