Highland Hills Travel Guide
Tourist Guide
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
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
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
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
Millennium Park
See mind-bending sculptures, a musically-inspired lawn and giant water fountains that double-up as video screens.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Activities
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Crime and Mob Bus Tour
Chicago: City Minibus Tour with Optional Architecture Cruise
Skydeck - Willis Tower Admission
Our pick of the best Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
The room was very clean . Check in was easy .
Reviewed on 19 Jan 2026
Hilton Chicago O'Hare Airport
Great stay
Reviewed on 23 Jan 2026
Crowne Plaza Chicago West Loop by IHG
Staff was extremely helpful and super nice.
Reviewed on 19 Jan 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Room we well kept, staff was mildly unresponsive. Food is waaaay overpriced, but the free shuttle to the airport is clutch
Reviewed on 16 Jan 2026
Hyatt Regency O'Hare Chicago
Great place
Reviewed on 24 Jan 2026
voco Chicago Downtown - Riverwalk by IHG
Great place to stay
Reviewed on 19 Jan 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.
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).
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.
