Sugar dissolved in bitters, good whiskey and a slow stir over one big cube. As the ice melts, caramel and oak open into orange peel and spice. It is the cocktail in its original, stripped-back form.
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Garnish: Orange twist and cocktail cherry · Ice: One large cube
Method
Place the sugar cube in a rocks glass, soak it with the bitters and add a few dashes of water.
Muddle until the sugar is mostly dissolved.
Add a large ice cube or several cubes, then pour in the whiskey.
Stir gently for about 20 seconds.
Express an orange twist over the glass and garnish with the twist and a cocktail cherry.
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Old Fashioned
Taste
Rich and spirit-forward with caramel, vanilla and oak from the whiskey, warm spice from the bitters and a hint of orange. Strong and smooth.
History and origin
The Old Fashioned goes back to the earliest definition of the word cocktail. In 1806 the New York newspaper The Balance and Columbian Repository described a cocktail as a stimulating drink of spirits, sugar, water and bitters, which is exactly what an Old Fashioned still is.
As the 19th century went on, bartenders began adding liqueurs, absinthe and other flourishes to their cocktails. Drinkers who wanted the plain original started asking for a whiskey cocktail made the old-fashioned way, and by the 1880s the name had stuck. The Pendennis Club in Louisville, Kentucky, is often credited with popularizing it, though that claim is disputed. The drink's popularity surged again in the 2000s and 2010s. The IBA lists the Old Fashioned among its Unforgettables.
Bartender tips
Use a whiskey you enjoy neat, ideally around 45 % ABV or higher so it stands up to the dilution.
5 ml of rich simple syrup instead of a sugar cube gives the same result faster and more consistently.
Avoid muddling orange slices and bright red cherries into the drink; the modern classic is clean, with just the twist.
Variations
Rum Old Fashioned
Swap the whiskey for a good aged rum and use demerara sugar.