Uptown Travel Guide
Chicago
Popular places to visit
Aragon Ballroom
Catch an event at Aragon Ballroom during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
Montrose Beach
Soak up the sun with views of Lincoln Park and Lake Michigan at this city beach known for its fun sports and extensive amenities.
Montrose Harbor
With trails, a beach and a bird sanctuary, this spacious city harbor is a good place to sail from and a great place to hang out.
Hutchinson Street Historic District
You can learn about the history of Chicago with a visit to Hutchinson Street Historic District. Experience the entertainment choices and acclaimed art galleries in this vibrant area.
Graceland Cemetery
Enjoy a stop at Graceland Cemetery, a landmark worth seeing in Chicago. Experience the entertainment choices and acclaimed art galleries in this vibrant area.
Riviera Theatre
You can enjoy a show at Riviera Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
Things to do
Chicago River: 1.5-Hour Guided Architecture Cruise
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Chicago Crime and Mob Bus Tour
Top hotels in Uptown
Congress Plaza Hotel
very old, not maintained well, train passing next to the hotel every 5 mins, warm water problematic
Reviewed on 21 Feb 2026
Hotel Riu Plaza Chicago
Nice room. Decent buffet
Reviewed on 21 Feb 2026
Hilton Chicago
Bathrooms and furniture was not clean at all. Splatter of dark brown-red substance on lampshade. Bathroom shower grout had similar brown-red stains and hair stuck in tub. Otherwise good. Room was spacious.
Reviewed on 20 Feb 2026
Embassy Suites by Hilton Chicago Downtown River North
Great Location
Reviewed on 20 Feb 2026
Hilton Chicago O'Hare Airport
We always enjoy staying here whenever we plan a trip where we fly out of O’Hare early. It is so convenient being connected directly to the Terminal.
Reviewed on 20 Feb 2026
Hilton Chicago/Magnificent Mile Suites
Worst customer service ive ever experienced. They had an attitude when i called to explain the pool was closed even though i specifically called to ask if it was open before booking. Microwave didnt work. The elevator stopped at the floor and then dropped two floors on me and a lady which scared ...
Reviewed on 20 Feb 2026
Other neighbourhoods around Uptown
Wrigleyville
You might enjoy the bars while in Wrigleyville. Wrigley Field is a notable sight, and you can get around town at Sheridan Station or Addison Station (Red Line) to see more of the city.
Lakeview
Known for its lively bars and lake views, there's plenty to explore in Lakeview. Top attractions like Wrigley Field and Lake Michigan are major draws, and you can catch the metro at Southport Station or Addison Station (Red 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 Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
Old Town Chicago
Known for its abundant dining options and lake views, there's plenty to explore in Old Town Chicago. Top attractions like Second City and Armitage Avenue are major draws, and you can catch the metro at Sedgwick Station or Clark-Division Station to see more of the city.
Logan Square
The breweries and live music are just a few things visitors like about Logan Square. Concord Music Hall and Milwaukee Avenue are worthwhile spots to check out, and you can hop on the metro at Logan Square Station or California Station (Blue Line) to get around the larger area.
Wicker Park
Spend some time visiting places like Milwaukee Avenue while getting to know Wicker Park, and be sure to check out the abundant dining options. You can hop aboard the metro at Damen Station or Division Station to see more of the area.
