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
If a restful holiday is part of your travel plans, Montrose Beach might be the perfect place to visit during your trip to Chicago. Stroll along the lakeside or discover the area's sunrises.
Montrose Harbor
Explore the waterfront in Chicago with a trip to Montrose Harbor. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
Hutchinson Street Historic District
You can learn about the history of Chicago with a visit to Hutchinson Street Historic District. Experience the acclaimed theatre scene 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 art galleries in this vibrant area.
Wrigley Field
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.
Top hotels in Uptown
Congress Plaza Hotel
"Great location! Historic building. clean room. Good value. hallways and stairwell could use some additional care and attention. chipping paint and damaged doors."
Reviewed on 21 Jun 2026
Hilton Chicago/Magnificent Mile Suites
"We stayed here for my daughter's birthday. The front desk staff was not the friendliest, they called us to let us know our room was ready when in fact it was not ready. We were already waiting in the lobby, so I went up to the front desk only to be told that actually our room was not ready. We waited ..."
Reviewed on 21 Jun 2026
The Chicago Hotel Collection - Magnificent Mile
"The hotel was a great experience. The people at the desk were very helpful and friendly. The room was spacious and clean. The breakfast was delicious. The location was in the middle of everything. Great place!"
Reviewed on 21 Jun 2026
Hyatt Regency O'Hare Chicago
"The first day there were some bumps even the lady who helped us check in was not very friendly. But the next day everything fell into place and Gabriela who checked us out was very sweet and made up for it."
Reviewed on 21 Jun 2026
The Chicago Hotel Collection Ambassador Gold Coast
"Beautiful lobby, clean rooms except the bathroom could’ve been cleaner. The only downside was the insulation kind of sucks, you can hear everything from other rooms. Other than that, amazing staff & quiet location."
Reviewed on 21 Jun 2026
Hilton Chicago O'Hare Airport
"Worn and tired room. Needs better deep cleaning and attention to chipped and damaged paint, bathroom surfaces, etc. I chose this hotel because of the free airport shuttle. Nowhere was it noted that I had to phone for pick-up. After waiting for more than 30 minutes, another hotel’s driver told me ..."
Reviewed on 21 Jun 2026
Where to stay in Uptown
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.
