Highland Hills Travel Guide
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 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.
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
Field Museum of Natural History Admission Tickets
Top hotels in Highland Hills
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 22 May 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 21 May 2026
Crowne Plaza Chicago West Loop by IHG
"Rooms very rundown. Overdue for renovation."
Reviewed on 23 May 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 23 May 2026
Hyatt Regency O'Hare Chicago
"Very close to the airport, everyone is friendly and very helpful with directions."
Reviewed on 23 May 2026
Marriott Chicago O'Hare
"Near to Airport Big jet blaster noise will not put you on good slep. And some macarnical noise from some where ceiling will awake up up."
Reviewed on 18 May 2026
Other neighbourhoods around Highland Hills
O'Hare
Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.
Logan Square
The breweries and live music are just a few things visitors like about Logan Square. Concord Music Hall and Milwaukee Avenue are worthwhile spots to check out, and you can hop on the metro at Logan Square Station or California Station (Blue Line) to get around the larger area.
West Town
Noted for its live music and theatres, 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
Spend some time visiting places like Milwaukee Avenue while getting to know Wicker Park, and be sure to check out the abundant dining options. You can hop aboard the metro at Damen Station or Division Station to see more of the area.
Near West Side
Live music, theatres 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.
