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Brandy Old-Fashioneds
© Jonny Valiant

Brandy Old-Fashioneds

  • ACTIVE: 20 MIN
  • TOTAL TIME: 4 HRS 30 MIN plus overnight macerating
  • SERVINGS: 8 cocktails plus extra syrup

Mixologist Eben Freeman makes his sensational riff on the classic old-fashioned with a flavorful maraschino-cherry-and-orange syrup.

  1. 1 cup sugar
  2. 5 navel oranges—zest strips cut from 3; wheels cut from remaining 2, for serving
  3. 8 maraschino cherries, plus more for serving
  4. 1/2 cup hot water
  5. 8 dashes Bitter Truth Decanter or Angostura bitters
  6. 16 ounces brandy
  7. Ice
  8. Chilled club soda
  1. In a bowl, combine sugar and zest strips from 3 navel oranges. Rub between your fingers until the sugar is the texture of wet sand, 2 minutes. Cover and let stand for 4 hours, stirring occasionally. Stir in 8 maraschino cherries and refrigerate overnight.
  2. Add 1/2 cup hot water to the orange sugar and stir to dissolve. Refrigerate until chilled. Strain the syrup into a jar.
  3. Fill a large cocktail shaker with ice or work in batches with a regular shaker. Add 4 ounces of the orange-cherry syrup with 8 dashes Bitter Truth Decanter or Angostura bitters and brandy. Shake well, then strain into ice-filled rocks glasses. Top each drink with 1 ounce chilled club soda and serve. Garnish with an orange wheel and a maraschino cherry.