Jackson Park Highlands Travel Guide
Tourist Guide
Visit Jackson Park Highlands
Popular places to visit
Wrigley Field
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
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.
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.
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.
Millennium Park
See mind-bending sculptures, a musically-inspired lawn and giant water fountains that double-up as video screens.
Navy Pier
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
Activities
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Crime and Mob Bus Tour
Wendella's 90-min Chicago River Architecture Tour
Our pick of the best Jackson Park Highlands Hotel Deals
Congress Plaza Hotel
The website says the hotel offers Valet, it does not, apparently hasn’t since Covid… we just waited for someone to help with bags and to take the car, we had to go inside to find someone. The hallways walking to the room smelled, the room was updates in the main room, bathroom needs some updates ...
Reviewed on 29 Mar 2026
Hilton Chicago/Magnificent Mile Suites
Nice location and awesome room
Reviewed on 29 Mar 2026
Embassy Suites by Hilton Chicago Downtown River North
Great spot in the shopping district. Good breakfast and nice to have the snacks and drinks for the happy hour time.
Reviewed on 28 Mar 2026
Hotel Riu Plaza Chicago
Breakfast was bland, cups, plates, forks not clean. Housekeeping didn’t clean rooms property, wasn’t made aware roof top wasn’t open if that was the case I would have never booked. Staff poorly communicated late checkout guidelines.
Reviewed on 28 Mar 2026
The Wade
No microwave in the room, had to pay for wifi, pool was smaller then expected. Didn't have a wow experience 😕
Reviewed on 29 Mar 2026
Aloft Chicago Mag Mile
Not clean. Stain on shower curtain. Stains throughout room.
Reviewed on 28 Mar 2026
Other neighbourhoods around Jackson Park Highlands
Near South Side
Travellers choose Near South Side for its ample dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.
South Loop
Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).
The Loop
Michigan Avenue and Lake Michigan 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.
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.
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.
Jackson Park Highlands Travel Guide
Explore a world of travel with Expedia
- Spa Hotels in South Side
- Cheap Hotels in South Side
- Business Hotels in South Side
- Cheap Hotels in Near South Side
- Lgbt Welcoming Hotels in South Loop
- Pet Friendly Hotels in Hyde Park
- Luxury Hotels in Hyde Park
- Cheap Hotels in Hyde Park
- Hotels with Pool in Hyde Park
- Hotels with Pool in Armour Square
- Kimpton Hotels in South Side
- Sonesta Hotel in South Side
- Kimpton Hotels in Southwest Side
- Kimpton Hotels in North Pullman
- La Quinta Inn & Suites Hotels in Woodlawn
- Accor Hotels in South Chicago
- Kimpton Hotels in Far Southeast Side
- Motel 6 Hotels in Hyde Park
- Hilton Hotels in Hyde Park
- Residences in South Side
- Villas in South Side
- Apartments in Chicago 35th Street-Lou Jones-Bronzeville Station
- Holiday Homes in Southwest Side
- Cottages in Southwest Side
- Resort in Far Southeast Side
- South Shore Hotels
- Hotels near Chicago 103rd Street Station
- Hotels near SR Crown Hall
- Chicago Hotels
- Hotels near Auburn Park
- Hotels near Soldier Field
- Englewood Hotels
- Hotels near Renaissance Society
- Oakland Hotels
- Hotels near Hyde Park Hair Salon
- Hotels near University of Chicago
- Pullman Hotels
- South Chicago Hotels
- Hyde Park Hotels
- Mckinley Park Hotels
- Near South Side Hotels
- West Englewood Hotels
- Washington Park Hotels
- Chinatown Hotels
- Roseland Hotels
- Hotels near McCormick Place
- Chicago Museum Campus Hotels
- Central Station Hotels
- Canaryville Hotels
- Pet-Friendly Holiday Packages North Pullman
- Visit East Side
- Visit Gage Park
- Visit Far Southeast Side
- Visit Princeton Park
- Visit Downtown Chicago
- Visit Blue Island
- Visit Prairie District
- Visit Ashburn
- Visit South Loop
- Visit Altgeld Gardens
- Visit Magnificent Mile
- Visit Fuller Park
- Visit Roseland
- Visit Grace Abbott Homes
- Visit Calumet Park
- Visit Washington Heights
- Visit West Pullman
- Visit McKinley Park
- Visit Indian Village
- Visit Chicago Lawn
- Visit Avalon Park
- Visit Washington Park
- Visit North Lawndale
- Visit Bronzeville
- Visit Canaryville
- Visit Greater Grand Crossing
- Visit Evergreen Park
- Visit Douglas
- Visit West Loop
- Visit Hometown
- East Side Holidays
- Bridgeport Art Center
- Copernicus Statue
- Hyde Park Hair Salon
- Robie House
- Supreme Life Building
- Buckingham Fountain
- Zhou B Art Center
- Obama's House