Highland Hills Travel Guide
Chicago
Visit Highland Hills
Popular places to visit
Wrigley Field
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.
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.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
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.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Top hotels in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
Great customer service, great breakfast. Would stay here again!
Reviewed on 9 Feb 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
The room was really clean and the hotel lobby/restaurant decorations were Lavish for the price. The view was the best thing! However, the pool wasn’t heated and wasn’t thought after. Variety in breakfast was really lacking. The lady at the front desk was really rude at check in, with concerns for ...
Reviewed on 4 Feb 2026
Hilton Chicago O'Hare Airport
Easy booking, they let me check in early which I needed it. Friendly staff, nice bed, good shower pressure, clean room. Just need some updating to make it brighter room. Overall satisfied with my stay.
Reviewed on 2 Feb 2026
Crowne Plaza Chicago West Loop by IHG
Super helpful, knowledgeable with great communication through text as well. Everything was clean. Wish parking wasn’t so much money :(. The hotel staff went above and beyond for us. Even had a kind man offer to make me a sandwich after the restaurants were closed following a night out. Took the time ...
Reviewed on 6 Feb 2026
Marriott Chicago O'Hare
aa
Reviewed on 5 Feb 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Very nice
Reviewed on 6 Feb 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 Garfield Park Conservatory or United Center 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 Credit Union 1 Arena or United Center 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.
