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This ad, for the Anchorage Club, represents the earliest ad I've seen for a nightclub within the Clermont Hotel, though I would frankly be surprised if there are not other earlier ads.  By the early 1950s, the Anchorage was gone, replaced by the Gypsy Room, which lasted until 1955 or 1956, when the club reverted to the Anchorage for several more years.

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