Highland Hills
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.
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.
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.
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.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Things to do
Skydeck - Willis Tower Admission
Wendella's 90-min Chicago River Architecture Tour
Wendella's Lake and River Architecture Tour
Chicago By Night River and Lake Cruise
Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
"Checking in was easy and room was semi clean. The blanket in the closet was covered in food and super dirty. Saw a sign that said water maintenance would be over at 12pm. Checked in at 3pm, water still didn't work until 4pm. It was very inconvenient."
Reviewed on May 22, 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
"The location is very good, but the hotel needs to make some improvements. First, when you enter, there is a strong smell of humidity, which I imagine is coming from the carpet. The same smell was noticeable in the hallways and in the room. In the room, I found that the sink was clogged, and the shower ..."
Reviewed on May 21, 2026
Crowne Plaza Chicago West Loop by IHG
"All of the staff were incredibly nice!"
Reviewed on May 24, 2026
Hilton Chicago O'Hare Airport
"A convenient option (the only walkable option) for a long layover. The hotel is generally a bit dated but comfortable nonetheless. The fitness center is modern and quite large."
Reviewed on May 23, 2026
Hyatt Regency O'Hare Chicago
"Hyatt Regency at O’Hare is our go to place when we need to stay near the airport. It’s clean, the food at restaurants is good, the staff is helpful & respectful. There’s free shuttle to the airport, common areas are neat. I don’t have anything negative to stay. I highly recommend."
Reviewed on May 24, 2026
Marriott Chicago O'Hare
"wish the pool had longer hours but other than that excellent property clearly a little outdated but still in prestige condition"
Reviewed on May 24, 2026
Other neighbourhoods around Highland Hills
O'Hare
Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.
Logan Square
Get to know Logan Square and its many features like its breweries and live music. You might want to explore sights like Concord Music Hall and Milwaukee Avenue, and you can jump on the metro at Logan Square Station or California Station (Blue Line) to get around the city.
West Town
Noted for its live music and theaters, there's plenty to explore in West Town. Top attractions like The Salt Shed and Milwaukee Avenue are major draws, and you can hop on the metro at Division Station or Damen Station to see more of the city.
Wicker Park
Consider exploring the abundant dining options in Wicker Park. If sightseeing is on the list, Milwaukee Avenue is a top attraction. Hop on the metro at Damen Station or Division Station to see more of the area.
Near West Side
Live music, theaters, and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town.
West Loop
Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.
