Chicago, Illinois audio tour: Hidden History in Chicago's Gold Coast

Hidden History in Chicago's Gold Coast

Walking Tour

40 mins

About the Tour

Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating guided tour of hidden historical spots in Chicago's gilded Gold Coast. Peep behind the gates of the original Playboy Mansion, walk along a wooden block-paved alley, sip a Faster Pussycat in Chicago's oldest piano bar and more as you enjoy a delightful walk through time in this exclusive Chicago neighborhood.

Tour Producer


Amy Bizzarri

I'm a Chicago-based writer focused on vintage/retro travel and Chicago history. Check out my most recent books, Discovering Vintage Chicago and 111 Places in Chicago That You Must Not Miss.

Major Landmarks

  • International Museum of Surgical Science

  • Original Playboy Mansion

Directions to Starting Point

The starting point is the Chicago History Museum, located at 1601 N. Clark Street. The Museum is easy to reach via public transportation. CTA buses 22, 36, 72, 73, 151, and 156 stop nearby. The Brown Line Sedgwick station and Red Line Clark/Division station are approximately one half-mile from the Museum.

For more information, visit

Show Directions
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Places to stop along the way

Couch Mausoleum, International Museum of Surgical Science, Wooden Block Alley, Playboy Mansion, 3 Arts Club Courtyard, Pump Room, Zebra Lounge

Best time of day

Daytime, 10am - 4pm.


The area safe, but always be aware and street smart.


I really enjoyed the tour and walking this part of Chicago. It almost doesn’t feel like your in a big city. The tour has some very interesting and macabre stops. Don’t miss going into the Restoration Hardware store. It’s nothing like you have every seen before and has a great history to go with it.

Posted by Jay H , almost 3 years ago
Preview mode limited to first 3 locations.
Hidden History in Chicago's Gold Coast