Highland Hills Travel Guide
Tourist Guide
Visit Highland Hills
Popular places to visit
Wrigley Field
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Grant Park
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Activities
Chicago Sightseeing River and Lake Cruise
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
City Cruises Chicago: Signature Lunch Cruise on Lake Michigan
Our pick of the best Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
"Everything was perfect"
Reviewed on 10 June 2026
Hyatt Regency O'Hare Chicago
"The shuttle was a plus!"
Reviewed on 10 June 2026
Crowne Plaza Chicago West Loop by IHG
"Hotel in good location - not far from Union Station or Downtown. Staff l interacted with were really welcoming and friendly. Room was very clean and great that there was a microwave on the floor near the elevator (handy when we took too long with our pizza slices from Whole Foods!) Breakfast served ..."
Reviewed on 11 June 2026
Hilton Chicago O'Hare Airport
"Todo estuvo muy bueno"
Reviewed on 11 June 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
"Having breakfast included was great. The location was amazing and walkable to many great destinations. The bed and bathrooms were clean. The only issues I had were the ac unit leaking excessively onto the carpet and spiders outside my window. They didn’t get in but it was a bit unnerving."
Reviewed on 11 June 2026
Marriott Chicago O'Hare
"Overpriced compared to other hotels, no breakfast, old property"
Reviewed on 9 June 2026
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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 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 Art Institute of Chicago 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.
