Highland Hills
Chicago
Visit Highland Hills
Things to do
Skydeck Chicago at Willis Tower
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Top hotels in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
"Good when you want a reasonable clean hotel within 25 minutes of MDW."
Reviewed on 11 Oct 2026
Hilton Chicago O'Hare Airport
"The convenience to the airport and blue line train is fantastic!"
Reviewed on 11 Oct 2026
Chicago Club Inn & Suites
"The sink didn’t have a stopper. The carpet is aged velour. They are no smoking signs everywhere but there are ash trays at the entrance of every door. The coffee is yuk. The exterior trash is not picked up. Budget friendly but needs update."
Reviewed on 11 Oct 2026
Hyatt Place Chicago/Downtown - The Loop
Holiday Inn & Suites Chicago - Downtown by IHG
"The breakfast was lack luster. Food was only luke warm. Lacked color and appeal. Very little variety in choices. Not worth the cost of the meal."
Reviewed on 10 Oct 2026
Marriott Chicago O'Hare
"Our stay was relaxing. Enjoyed the restaurant and the bar."
Reviewed on 11 Oct 2026
Where to stay in Highland Hills
Downtown Chicago
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue 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 Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
