WendyCity

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    1960s Nightlife in the Gold Coast

    The 60s in Chicago -- what a time to be alive! Mayor Daley and the Chicago political machine! The riot at the Democratic National Convention! Abbie Hoffman, Jerry Rubin! Come find out more about this pivotal era in American history, with this immersive experience through Chicago's 1960s nightlife. The tour starts at the elegant Drake Hotel, where you'll learn what they were talking about when they talked about night life in the 60s. Talk will focus on the Playboy Club and Hugh Hefner -- what would a 60s Chicago tour be without them? You'll meander along the Gold Coast, enjoying one of Chicago's most scenic and historic neighborhoods, complete with mansions and gaslights. Finally, you'll enter the famous Pump Room, destination for scores of celebrities; you'll even see Frank Sinatra's booth. That's right, Ol' Blue Eyes himself. With all the fascinating scenery, history, and culture, What's not to love?
    1960s Nightlife in the Gold Coast

    140 E Walton Pl, Chicago

    • Enjoy an interactive experience focused on the nightlife in 1960's Chicago
    • Start your tour at the Drake Hotel, one of the most elegant places in the city
    • Check out the Pump Room, a favored haunt by many celebrities, including the Chairman of the Board himself, Frank Sinatra
    • Learn about Hugh Hefner and the Playboy Club
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    1950s Nightlife in the Loop Tour

    (3)
    Ah, the 1950's. The era of cozy suburban homes, white picket fences, train commuting. Like something out of a John Cheever story. Come find out more about this pivotal era in American history with a thoroughly entertaining tour of Chicago's 1950s nightlife. You'll start out in the theater district, exploring what going out in Chicago meant in the 50s. Then it's off to 2 gems of the Windy City -- the Berghoff, with its quirky history and excellent beer, and the great Palmer House Hotel. You'll hang out in the swanky lobby -- enjoying classic drinks, appetizers, and dessert -- all while learning the fascinating story of the hotel and its role in the city. This tour might just make you wish you had a time machine, so you could STAY in the 50s. At least until the 50s become the 60s"... Then you can go back to your iPhones and Kindles.
    1950s Nightlife in the Loop Tour

    16 W Randolph St, Chicago

    • Take a tour of some of Chicago's hippest 1950's-esque nightlife spots
    • Visit the theater district and learn what constituted "going out"back in the day
    • Walk to the Berghoff and the Palmer House Hotel, two fine Windy City attractions
    • Shmooze in luxury in the lobby of one of the nicest hotels in the country
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    3 positive reviews
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    Magnificent Mile in the Morning Walking Tour

    (3)
    You know the old Chicago sailor's saying -- "Mag Mile In the Morning -- Can't Possibly Be Boring?" No? That's because we made it up, just now. But it's true, as this EXHILARATING Mag Mile Walking Tour from WendyCity shows. You'll saunter up the avenues with a coffee or tea in hand and take in incredible sights including iconic skyscrapers, exotic private clubs, and historic hotels. Your expert guide will fill you in on all the juicy details about this area's history. After this tours over, you should think about coming back that evening. Because you know what they say -- "Mag Mile At Night, What a Delight."
    Magnificent Mile in the Morning Walking Tour

    444 N Michigan Ave, Chicago

    • Take a walk down the Mag Mile, home to some of the most iconic buildings in the world
    • Enjoy a leisurely stroll while filling your brain with facts and your belly with some coffee or tea
    • Get a new perspective on the lovely city of Chicago!
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    3 positive reviews
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    The Roaring 20s: Art Deco & Decadence Walking Tour

    (2)
    You can't have The Roaring Twenties without Art Deco and a trip (or two) to a speakeasy. Take this evening promenade to get your fix of both. WendyCity wants to lead you on a Nightlife tour that looks at 1920's Chicago. Immerse yourself in The Roaring Twenties and all they entail -- Jazz clubs, illegal speakeasies, the mafia. You'll get your fill of food, drink, and decor as you journey through the past, ending up in a swanky 1920's hotel lobby for cocktails in The Old Chicago Auto Club building. You'll cover such historic topics as the 1933 World's Fair (and the scandalous Sally Rand), the rise of the Flapper (and Josephine Baker), the birth of film, Al Capone, and the automobile. You'll walk away with an appreciation for Art Deco, the 20's, AND the whole city of Chicago! How's that for having your cake and eating it too?
    The Roaring 20s: Art Deco & Decadence Walking Tour

    68 E Wacker Place, Chicago

    • Take a Nightlife tour through Chicago and learn how the city both shaped and was shaped by the 1920s
    • Enjoy a number of Art Deco stops in which you will briefly explore such topics as: World's Fair & the scandalous Sally Rand, Prohibition & the rise of Walgreens, The Flapper & Josephine Baker, motion pictures, speakeasies, Al Capone, the automobile, music & dance!
    • Fill your brain with historic facts while filling your belly with food and drink
    • Get a new perspective on the lovely city of Chicago!
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    2 positive reviews

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