Highland Hills
Chicago
Visit Highland Hills
Popular places to visit
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.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
United Center
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
Things to do
Wendella's 90-min Chicago River Architecture Tour
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Chicago's Navy Pier Centennial Wheel Ticket
Chicago Crime and Mob Bus Tour
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Top hotels in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
Great
Reviewed on 17 Dec 2025
Crowne Plaza Chicago West Loop by IHG
Location it's the best from this hotel close to the Fulton Market. David in the restaurant area it's very friendly and makes you feel at home. Hotel staff in general are very nice.
Reviewed on 15 Dec 2025
Hilton Chicago O'Hare Airport
right next to the airport. if you stay here here, exit from the front door, take a left and walk to the end of the hotel, and cross the street with a crossing guard, and you are at the airport sliding doors. quick to catch a flight staying here. also, the hotel has a great Jazz bar with live performances. ...
Reviewed on 9 Dec 2025
Holiday Inn Chicago Dwtn - The Mart by IHG
—The room was very neat and clean —Staffs were really nice and helpful —breakfast was really good —Air conditioning kept us warm from the cold I would definitely come back!
Reviewed on 14 Dec 2025
voco Chicago Downtown - Riverwalk by IHG
Loved it.
Reviewed on 14 Dec 2025
Hyatt Regency O'Hare Chicago
Stay was wonderful!
Reviewed on 15 Dec 2025
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.
Lawndale
When in Lawndale and the surrounding area, you'll want to check out sights like United Center or Garfield Park Conservatory and hop on the metro to see more of the city at Central Park Station (Pink Line) or Pulaski Station (Pink Line).
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.
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.
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.
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.
