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.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Grant Park
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
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.
Things to do
360 CHICAGO Observation Deck
Chicago Sightseeing River and Lake Cruise
Chicago By Night River and Lake Cruise
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Top hotels in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
"Clean, affordable, and safe location. Would recommend."
Reviewed on 9 Jun 2026
Hyatt Regency O'Hare Chicago
"Upsetting that I was given a room that I had to haul all of my luggage up 16 steep stairs. No other room options. I had reserved a room months in advance. The front desk lady said a few stairs, which I found odd being that there is an elevator. Beware…the top floor is by stairs only! Front desk lady ..."
Reviewed on 9 Jun 2026
Crowne Plaza Chicago West Loop by IHG
"It was a great choice if you want to be in the west loop area. Easy to walk to places. Clean and great staff!"
Reviewed on 8 Jun 2026
Hilton Chicago O'Hare Airport
"Food was top notch"
Reviewed on 7 Jun 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
"The staff was friendly, rom bright and clean, and hotel is beautifully designed."
Reviewed on 9 Jun 2026
Marriott Chicago O'Hare
"Overpriced compared to other hotels, no breakfast, old property"
Reviewed on 9 Jun 2026
Where to stay in Highland Hills
Downtown Chicago
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Magnificent Mile
Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.
The Loop
Michigan Avenue and Art Institute of Chicago are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
