Highland Hills, IL
Chicago
Visit Highland Hills
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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 Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Michigan Avenue
You can enjoy some retail therapy 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
Wendella's 90-min Chicago River Architecture Tour
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
"We stayed at this hotel for 4 nights while visiting famy. I recommend this hotel and will stay here again next time we come to Chicago. Place was clean, felt safe, included breakfast was adequate and staff were very professional, friendly and helpful."
Reviewed on Jun 5, 2026
Hyatt Regency O'Hare Chicago
"Very helpful, polite and nice staff. Clean and confortable rooms. Close to airport."
Reviewed on Jun 5, 2026
Crowne Plaza Chicago West Loop by IHG
"I had an amazing time in Chicago, not one complaint. Everyone was pleasant and my room was clean."
Reviewed on Jun 4, 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 May 31, 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
"It is really close to the airport and free airport shuttle was very helpful. I had to wait for a while at the airport but they run every hour from the hotel. No breakfast or coffee bar. But k-kup in the room. Fast food across the street if you need snacks. It's really close to airport, so i don't ..."
Reviewed on Jun 5, 2026
Hilton Chicago O'Hare Airport
"Always a pleasure to spend a night here before an early flight."
Reviewed on Jun 4, 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
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
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.
Highland Hills, IL
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