Highland Hills Travel Guide
Chicago
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Popular places to visit
Wrigley Field
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.
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.
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.
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 fascinating museums 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
Quiet, clean, spacious a great stay
Reviewed on 22 Nov 2025
Crowne Plaza Chicago West Loop by IHG
Room was nice
Reviewed on 24 Nov 2025
Hilton Chicago O'Hare Airport
Rooms are a little dated, but clean and comfortable. Location across from the airport is quite convenient. Carry out café was good. Sit down restaurant had very tasty dinners and huge portions. Staff was consistentlyknowledgeable, polite, and cheerful.
Reviewed on 20 Nov 2025
voco Chicago Downtown - Riverwalk by IHG
Great room, very clean, beautiful view, and the staff was great.
Reviewed on 25 Nov 2025
Hyatt Regency O'Hare Chicago
This is my 2nd time staying here. The rooms are huge and have a long sofa. It's very convenient to have a refrigerator in every room and microwave down the hall. The rooms are always very clean and quiet. There are several restaurants which have excellent food. Definitely I plan to come back here ...
Reviewed on 22 Nov 2025
Canopy by Hilton Chicago Central Loop
Room was spotless. Service was great.
Reviewed on 19 Nov 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 Remote Parking Station and check out top sights like Fashion Outlets of Chicago.
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.
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.
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.
Highland Hills Travel Guide
- 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
- Rosemont Theatre
- LEGOLAND® Discovery Center
- Merchandise Mart
- Schaumburg Medieval Times
- Rate Field
- Arcada Theater
- Morton Arboretum
- College of Dupage
- DePaul University-Lincoln Park
- Wheaton College
- NOW Arena
- Chicago Premium Outlets
- The Salt Shed
- Copernicus Center
- Humboldt Park
Choose Your Highland Hills Hotel Style
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