Sidecar Pierre Ferrand Cognac∙lemon∙Cointreau∙sugar rim First published in Harry MacElhone's Harry's ABCs of Mixing Cocktails in 1922, this fantastic brandy cocktail is a descendent of the surprisingly-more-complicated Brandy Crusta, which dates back to the 1850s.
Tuxedo No. 2 Plymouth Gin∙Dolin dry∙Luxardo Maraschino∙orange bitters∙Pernod Named for the Tuxedo Club in Tuxedo Park, New York (yes, where the American term for dinner jacket originated), this cocktail is a complex Martini that reflects the gentility of its origins.
Al's Best Manhattan Rittenhouse 100∙Punt e Mes∙Peychaud's bitters∙cherry At the Manhattan Club in 1874, this hallowed cocktail was born. It's not just a beautiful thing in its own right, but it has made for many notable variations.
Old-Fashioned Whiskey Cocktail Rittenhouse 100∙ sugar cube∙bitters Often considered the first cocktail ever. It's still popular today because it is perfect. If you keep the ice, a pastis rinse and a mix of Peychaud's and Angostura bitters will make it a Sazerac!
Brown Derby Four Roses∙grapefruit∙honey A delicious vestige of the golden age of Hollywood, this cocktail is named for a hat-shaped restaurant on the Sunset Strip. It was invented down the street a the Vendôme Club, owned by Billy Wilkerson, who founded the Hollywood Reporter.