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Take a walk along Lake Shore Dr. to see the residences of the East Lake Shore Historic District with unobstructed views of Lake Michigan. Learn how the lake shaped the shore line and about a ne’er-do-well tug boat captain who held off the Pinkertons and the city police for almost 30 years while he squatted on a sand bar claiming it as his “District of Lake Michigan.” The buildings along Lake Shore Dr. range from the elegance of the 1910s to the modernism of Mies van der Rohe and the post-modern design of Chicago-French architect Lucien LaGrange. Included is a hidden treasure: a tapestry designed by Marc Chagall in plain view in a lobby.

1.5 Hours
Gazebo across from the Drake Hotel
  • Although it's not required, we recommend making reservations in advance for this tour.
  • Tour meets at the gazebo on the northeast corner of Michigan Ave., Oak St. and E. Lake Shore Dr., across from the Drake Hotel.
  • Ticket price includes entrance to the Chicago Architecture Center within 7 days of your tour. View the CAC's hours.
  • This tour is available for private bookings. Contact for more information.

Upcoming Streeterville: From Sandbar to Lakefront Residences Tours

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