Highland Hills Travel Guide
Tourist Guide
Visit Highland Hills
Activities
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour
Chicago Sightseeing River and Lake Cruise
Our pick of the best Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
Hilton Chicago O'Hare Airport
"Everything was nice in the room. Staff was very accommodating. We had a package mailed to this hotel overnight due to my forgetfulness and Hilton did an amazing job at getting it to me on time. Thanks to everyone."
Reviewed on 18 Oct 2026
Holiday Inn & Suites Chicago - Downtown by IHG
Chicago Club Inn & Suites
Hyatt Place Chicago/Downtown - The Loop
"Love my stay and my room was so beautiful and spacious. The staff was very accommodating and helpful"
Reviewed on 17 Oct 2026
Marriott Chicago O'Hare
Our guide on 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.
