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Oak Woods Cemetery
Many prominent African Americans are buried at this South Side cemetery.
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Graceland Cemetery
Several famous architects are buried at this cemetery, which was once considered “rural.”
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Illinois Railway Museum
This sprawling museum in Union, Illinois preserves 450 pieces of railroad and other transit equipment.
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Chicago and Northwestern Railway Bridge
Close to the Merchandise Mart, this bridge is near the location of Chicago’s first railroad.
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Blue Island Rail Interchange
Several railroads converge south of Chicago where five bridges cross the Calumet-Saganashkee Channel.
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Chicago, Burlington, and Quincy Railroad Roundhouse
Now a brewpub, this roundhouse dates back to 1856 and was the spot where steam engines were maintained and turned around for their return trips.
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Ravinia
The Chicago and Milwaukee Electric Railroad originally built Ravinia as an amusement park in 1904.
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Edith Farnsworth House
Ludwig Mies van der Rohe designed the minimalist glass and steel house for Dr. Edith Farnsworth.
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Kirsch House
This Oak Park house was designed for energy efficiency decades before climate change was in the headlines.
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Fabyan Windmill
Colonel George Fabyan had his quirks and loved bread so much that he bought a windmill and had it moved to his Batavia estate to make fresh-milled flour.
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RavenStone Castle
A Harvard, Illinois family built this bed and breakfast themselves and designed it to look like a sixteenth-century castle.
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Tempel Farms
This horse farm is home to a special breed of performing horses known as Lipizzans.
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Barrington Hills Polo Club
The only accredited polo school in the Chicago area is in Barrington.
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Medinah Country Club
The Shriners founded this private club and built a clubhouse in Byzantine style.
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Joe Louis "The Champ" Golf Course
Named for the heavyweight champion who also championed diversity in golf, this golf course is the home of the second-oldest Black women’s golf club in the nation.
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Soldier Field
The Bears’ home field was the site of one of the most famous boxing matches of all time between Gene Tunney and aging former champ Jack Dempsey.
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Millennium Park
Every summer, the park holds a free outdoor film series, along with a free concert series.
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North Avenue Beach
During the summer, this popular North Side beach is always packed with beachgoers and volleyball players.
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Race to Mackinac Island
Every year, sailboats set out on the world’s oldest and longest freshwater sailboat race.
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