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.
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.
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.
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.
Grant Park
Grant Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its fascinating museums.
Top hotels in Highland Hills
Reviewed on 30 Jun 2025
Reviewed on 1 Jul 2025
Reviewed on 30 Jun 2025
Reviewed on 28 Jun 2025
Reviewed on 30 Jun 2025
Reviewed on 27 Jun 2025
Other neighbourhoods around Highland Hills
O'Hare
Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Rosemont Station and check out top sights like Rosemont Theatre.
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.
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.
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 Racine Station or Polk Station (Pink Line) 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.
- Places of interest
- Hotels in Highland Hills by Star Rating
- Choose Your Highland Hills Hotel Style
- Search Highland Hills Hotel Brands
- Wrigley Field
- United Center
- Willis Tower
- Merchandise Mart
- Rate Field
- Arcada Theater
- Rosemont Theatre
- LEGOLAND® Discovery Center
- Schaumburg Medieval Times
- Wheaton College
- Morton Arboretum
- NOW Arena
- The Salt Shed
- DePaul University-Lincoln Park
- College of Dupage
- Chicago Premium Outlets
- Humboldt Park
- Riverwalk Park
Choose Your Highland Hills Hotel Style
- Cheap Hotels in Highland Hills
- Family-Friendly Hotels in Highland Hills
- Golf Hotels in Highland Hills
- Hotels with Balcony in Highland Hills
- Hotels with Connecting Rooms in Highland Hills
- Hotels with Early Check-in in Highland Hills
- Hotels with Gym in Highland Hills
- Hotels with Laundry Service in Highland Hills
- Hotels with Parking in Highland Hills
- Hotels with Restaurant in Highland Hills
- Hotels with Room Service in Highland Hills
- Hotels with Wifi in Highland Hills
- Luxury Hotels in Highland Hills
- Wedding Hotels in Highland Hills