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.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Things to do
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission
Chicago Sightseeing River and Lake Cruise
Chicago Architecture Center River Cruise aboard First Lady
Top hotels in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
The entire hotel smelled amazing, clean but also a nice scent. Also it's been nicely updated, lobby and room. The breakfast was great. Hot or cold, good variety.
Reviewed on 29 Apr 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
Breakfast was nice and the view was even better
Reviewed on 28 Apr 2026
Hilton Chicago O'Hare Airport
After two international flights this was a welcome overnight and we loved the view of the airport and downtown from our room. The restaurant was decent for a quick bite, and when our coffee machine didn’t work, they kindly gave us a voucher to buy one at their cafe. Comfortable overall stay with ...
Reviewed on 29 Apr 2026
Crowne Plaza Chicago West Loop by IHG
clean room and great staff. It's hard to turn off the AC.
Reviewed on 30 Apr 2026
Hyatt Place Chicago/Downtown - The Loop
it was ok
Reviewed on 29 Apr 2026
Comfort Suites Chicago O'Hare Airport
Fantastic breakfast. Hall carpets are Super dirty Ice machines on all floors did not work But rooms were nice and the value is there and you consider the quality of the breakfast. It’s definitely worth staying. I can overlook dirty carpets.
Reviewed on 28 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.
