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.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
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.
Six Flags Great America
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
Activities
Chicago Sightseeing River and Lake Cruise
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
Our pick of the best Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
"Everything was great"
Reviewed on 21 June 2026
Hyatt Regency O'Hare Chicago
"Super clean room. TV wasn't quite working, it said lost signal and buffering most of the time. Troubleshooting asking questions with text is great! But I didn't like the staffs at the front desk. I felt uncomfortable even they took care of my request."
Reviewed on 21 June 2026
Hilton Chicago O'Hare Airport
"It was a great hotel for staying on site"
Reviewed on 19 June 2026
Crowne Plaza Chicago West Loop by IHG
"Everything was nice"
Reviewed on 20 June 2026
Marriott Chicago O'Hare
"Nice place"
Reviewed on 20 June 2026
Holiday Inn & Suites Chicago - Downtown by IHG
"The pool was clean but very cold. The room was old and dirty for $450 a night. Which is already insane for a holiday inn. Our bed had pen marks all over it, the carpet was extremely frayed. We were placed right next to a loud elevator where you could hear everything. The “manager” called the day ..."
Reviewed on 20 June 2026
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 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 Oz Park, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
