
Uptown Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Your Uptown Holiday
Take the stress out of travel planning with an Uptown holiday package. With all the details organised before you set off, all you have to do is simply enjoy this residential neighbourhood's cafes, history and culture. Not sure what to see and do during your trip to Uptown? Nearby attractions like Lincoln Park, Loyola University Chicago and Aragon Ballroom are great places to start. Expedia can help you turn your ideal Uptown holiday into reality, no matter your travel plans or budget.
Our guide on 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.
Our pick of the best Uptown Hotel Deals

Reviewed on 31 Mar. 2025

Reviewed on 31 Mar. 2025

Reviewed on 1 Apr. 2025
Frequently asked questions
Discover the most popular places to visit in Uptown

Lincoln Park
A large public park on the edge of Lake Michigan, with museums, beaches, nature reserves, sports fields, and space galore to while away a few hours.

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.