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.
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.
Things to do
Skydeck - Willis Tower Admission
Chicago CityPASS®: Experience 5 must-see attractions
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Top hotels in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
Hotel was clean and rooms were good too. No complaints. Breakfast was good too. I will be stopping by again.
Reviewed on 12 Apr 2026
Hilton Chicago O'Hare Airport
I would rate this hotel as good to excellent if not for one employee. I stayed two nights and all the staff including front desk, restaurant and housekeeping were customer friendly and efficient with one exception. I returned back to the main entrance of the hotel on the second night after a long ...
Reviewed on 12 Apr 2026
Crowne Plaza Chicago West Loop by IHG
To the Team, Thank you for the warm welcome during my recent stay. The booking process was seamless, my room was very clean, and the parking was easy to access. While parking is $54 a night, the convenience made it worth the cost. The hotel's location is excellent, with many stores reachable within ...
Reviewed on 12 Apr 2026
Hyatt Regency O'Hare Chicago
Hotel was perfect! Used their park and stay and it was so convinent. Clean rooms, and hotel.
Reviewed on 13 Apr 2026
La Quinta Inn & Suites by Wyndham Chicago Downtown
Clean room/ good breakfast
Reviewed on 12 Apr 2026
Holiday Inn & Suites Chicago - Downtown by IHG
Very clean, staff was super friendly. The only issue was outside noise from the street as it was somewhat loud all night.
Reviewed on 12 Apr 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.
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.
Lakeview
Known for its lively bars and lake views, there's plenty to explore in Lakeview. Top attractions like Wrigley Field and Lake Michigan are major draws, and you can catch the metro at Southport Station or Addison Station (Red Line) to see more of the city.
