Highland Hills
Chicago
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.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
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.
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.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Things to do
Chicago Architectural River Cruise
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Skydeck - Willis Tower Admission
Top hotels in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
"Had a great stay the room was nice and clean"
Reviewed on 4 Jun 2026
Hyatt Regency O'Hare Chicago
"I thoroughly appreciated the hospitality and the house keeper was very nice."
Reviewed on 4 Jun 2026
Crowne Plaza Chicago West Loop by IHG
"Great location! You can walk and explore ALL what Chicago's west loop has to offer!"
Reviewed on 3 Jun 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
"Check in was delayed, said they would text when room was ready but never did"
Reviewed on 31 May 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
"Room was clean so was the bathroom. They don’t however give any free water. Even 500ml water bottle there is pricey. Overall service and cleanliness was top notch."
Reviewed on 3 Jun 2026
Sheraton Suites Chicago O'Hare
"Close to the airport, easy to visit downtown Chicago by train (blue line). Great staff, clean room and great breakfast."
Reviewed on 3 Jun 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 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 Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
