Highland Hills Travel Guide
Tourist Guide
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.
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 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.
Activities
Skydeck - Willis Tower Admission
Chicago Sightseeing River and Lake Cruise
Wendella's 90-min Chicago River Architecture Tour
Our pick of the best Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
Clean, good breakfast
Reviewed on 11 May 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
Everything was amazing
Reviewed on 12 May 2026
Crowne Plaza Chicago West Loop by IHG
Great Location in Greektown close to Downtown attractions and close to medical district.
Reviewed on 12 May 2026
Hilton Chicago O'Hare Airport
Wonderful
Reviewed on 12 May 2026
Hyatt Regency O'Hare Chicago
I was awakened early by drilling right under my bed. I understand construction, but the noice in a hotel especially jack hammering shouldn’t start until after 10AM as some guests don’t get in until late and being that it is an airport hotel jet lagged.
Reviewed on 12 May 2026
Hyatt Place Chicago/Downtown - The Loop
I loved the location of this hotel, right downtown and close to everything I wanted to see. Right on bus line to take me to aquarium. Walking distance to Riverlwalk and Millennium Park. There were not too many dining option on the weekend which really surprised me. Property was great. The pool was ...
Reviewed on 12 May 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.
