Highland Hills Travel Guide
Tourist Guide
Visit Highland Hills
Popular places to visit
Wrigley Field
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
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
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
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.
Activities
Skydeck - Willis Tower Admission
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
Our pick of the best Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
great value for money and everything was exceptional
Reviewed on 17 Apr 2026
Hilton Chicago O'Hare Airport
The room was spotless and the concierge service was excellent.
Reviewed on 17 Apr 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
Great
Reviewed on 15 Apr 2026
Crowne Plaza Chicago West Loop by IHG
No coffee in coffee pot no breakfast
Reviewed on 16 Apr 2026
Hyatt Regency O'Hare Chicago
Clean rooms, extremely helpful staff, the shuttle service is a great extra and super easy to use.
Reviewed on 18 Apr 2026
La Quinta Inn & Suites by Wyndham Chicago Downtown
My stay at LaQuinta was very nice, and I felt relaxed and comfortable. The restaurant, although busy, had all desired choices, with excellent presentation. I tried to get a reservation on the way back but waited too long! Next time I will plan further ahead!
Reviewed on 18 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.
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.
