Highland Hills Travel Guide
Chicago
Visit Highland Hills
Popular places to visit
Wrigley Field
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
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
With a visit to Navy Pier, a favourite shopping spot in Chicago, you can search for that perfect souvenir. Amble around this vibrant area's lakeside or experience its fascinating museums.
McCormick Place
During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.
Millennium Park
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
Soldier Field
Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.
Top hotels in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
This Best Western is very nice I would stay there again Location was great Close to Mall and restaurants and freesways
Reviewed on 4 May 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
The Holiday Inn Voco at Wolf Point continues to exceed expectations! Warm, welcoming staff, spotless rooms and outstanding service by housekeeping! I call it my home away from home and I stay there frequently when visiting our children! Spectacular views, inviting atmosphere and stay second to none! ...
Reviewed on 4 May 2026
Hilton Chicago O'Hare Airport
Best hotel gym! Spacious, lots of equipment, water, towels, clean. Room was great, very spacious and clean. Staff was friendly and informative
Reviewed on 3 May 2026
Crowne Plaza Chicago West Loop by IHG
Nice place
Reviewed on 3 May 2026
Hyatt Regency O'Hare Chicago
Clean rooms
Reviewed on 4 May 2026
Hyatt Place Chicago/Downtown - The Loop
Would definitely recommend a stay here. They think of everything.
Reviewed on 2 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.
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.
Lakeview
Known for its lively bars and lake views, there's plenty to explore in Lakeview. Top attractions like Wrigley Field and Lake Michigan are major draws, and you can catch the metro at Southport Station or Addison Station (Red Line) to see more of the city.
