Uptown Travel Guide
Tourist Guide
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 art galleries.
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 acclaimed art galleries and entertainment choices in this vibrant area.
Graceland Cemetery
Enjoy a stop at Graceland Cemetery, a landmark worth seeing in Chicago. Experience the entertainment choices and acclaimed theatre scene 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.
Activities
Skydeck - Willis Tower Admission
Chicago Sightseeing River and Lake Cruise
Chicago Crime and Mob Bus Tour
Our pick of the best Uptown Hotel Deals
Congress Plaza Hotel
"O"
Reviewed on 18 May 2026
Hotel Riu Plaza Chicago
"Excellent stay!!! Staff was very helpful and breakfast was delicious. We will stay here again!!!"
Reviewed on 18 May 2026
The Chicago Hotel Collection - Magnificent Mile
"Good location, definitely walkable to a lot of shops and restaurants."
Reviewed on 18 May 2026
Hotel Felix River North/Magnificent Mile
"Staff is excellent. Breakfast was below standards - muffins, fruit, juice, and a couple breakfast sandwiches the staff put in the microwave. I’d pass on the breakfast. Nice location. Rooms were okay - the bed in our room was full of cat scratches."
Reviewed on 18 May 2026
River Hotel
"My stay at the River Hotel was excellent from start to finish. The location is unbeatable, making it easy to explore the surrounding area, and the views were a great bonus. The room was clean, comfortable, and well-maintained, with everything I needed for a relaxing stay."
Reviewed on 18 May 2026
Freehand Chicago
"Rated 3 as We stayed at a 1 king bedroom on the 3rd floor for 3 nights. Room was a bit dusty and only provided 2 towels. Our shower gel was empty when we got to our room, good thing we had extra. We asked for refill 3 times but was never completed. Room was dark and didnt have a rug for the bathroom ..."
Reviewed on 18 May 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.
