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Winter Hill Cocktail Recipe

Sep 17, 2018 | Post By Brodey Sheppard
1 person voted 4.5 stars.

There are many seasonal cocktails that seek to complement the season that they are meant for, and that’s why winter cocktails are often meant to warm up the drinker’s body.

As a result, there is a whole subset of winter drinks, including the Hot Toddy, that combine liquor with “hot” ingredients, in order to create a refreshing winter beverage that can make for a good time, while making sure that people actually feel warmer after they drink it. It’s a great way to get some “comfort” out of your drink, while enjoying it at the same time. The Winter Hill is – as the name would suggest – one of these lovely winter drinks.


  • 2 ounces of whiskey
  • ½ ounce of Cointreau
  • 2 dashes of chocolate bitters
  • 2 orange wedges
  • 2 lemon wedges
  • 1 lemon slice (optional)
  • Boiling water (amount is adjustable)
  • Ice


  1. Place the orange and lemon wedges into the cocktail shaker, and muddle. Afterwards, add the whiskey, Cointreau, and bitters.
  2. Fill the shaker with ice, and shake vigorously, for at least 30 seconds.
  3. Strain the mixture into the mug, and top with boiling water (at least enough to fill a mug).
  4. Garnish with lemon slice if preferred.


  • Boiling Pan
  • Cocktail Shaker
  • Mug

The lemon slice is often studded with cloves, to help give the drink a truly winter/holiday feel. The chocolate bitters help to give a “holiday” feel, as well, as chocolate is often associated with winter, and winter holidays. Although the history of the drink isn’t crystal clear, Winter Hill is a neighborhood in Somerset, Massachusetts. In fact, the “Winter Hill Gang” is a term that actually refers to organized crime in the Boston area, complete with crime figures that were both Italian and Irish. One of the most famous people involved was James “Whitey” Bulger, who was a fugitive from the law for 16 years before being captured in Santa Monica, California, in 2011. Regardless, it’s no crime to warm yourself up with a Winter Hill Cocktail. Enjoy one today!


Baltimore Bang
Baltimore Bang


winter, lemon, drink, winter hill


Photo of Brodey Sheppard

Brodey is an enthusiastic marketing and advertising strategest out of the Sunshine Coast, Australia. Brodey has always been passionate about liquor and alcohol in general. You will find Brodey on the weekends either out on the football pitch kicking goals or down the lake with a glass of wine.


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