Chocolate Cherry Old Fashioned

The Old Fashioned is one of the most classic and beloved cocktails in the world of mixology. Dating back to the early 19th century, this whiskey-based drink has stood the test of time, cherished by cocktail connoisseurs for its simplicity and bold flavors. Traditionally, an Old Fashioned consists of whiskey, bitters, sugar, and a citrus garnish, creating a perfectly balanced drink that highlights the depth of the spirit. Over the years, bartenders and enthusiasts have experimented with variations of the Old Fashioned, incorporating new ingredients to enhance the flavor while maintaining its elegant simplicity. One such delicious twist is the Chocolate Cherry Old Fashioned—a decadent version that introduces rich chocolate bitters and cherry liqueur, making it a perfect drink for lovers of deep, indulgent flavors.

This cocktail seamlessly blends the robust warmth of bourbon with the sweet and tart notes of cherry liqueur, all elevated by the subtle bitterness of chocolate. The result is a drink that is smooth, complex, and incredibly satisfying. Whether you’re a whiskey enthusiast or a cocktail aficionado looking for a sophisticated yet indulgent drink, the Chocolate Cherry Old Fashioned is a must-try. It’s ideal for special occasions, romantic evenings, holiday gatherings, or even as an after-dinner dessert cocktail.

If you appreciate the classic Old Fashioned but want to add a touch of luxury, this version will elevate your cocktail game. It’s easy to make at home, requires only a few high-quality ingredients, and delivers a flavor experience that is both nostalgic and innovative.

Why You’ll Love This Recipe

  • This Chocolate Cherry Old Fashioned is more than just a cocktail—it’s an experience that brings together indulgence, sophistication, and ease of preparation. The rich and indulgent flavor makes it stand out, as the deep chocolate undertones enhance the natural caramel and vanilla notes of bourbon, while the sweet yet slightly tart cherry liqueur adds a luxurious contrast. Every sip is a delightful blend of warmth, depth, and complexity, creating a perfectly balanced drink that satisfies whiskey lovers and those who enjoy a touch of sweetness in their cocktails.

    If you’re a fan of whiskey-based drinks, you’ll appreciate how this version of the Old Fashioned maintains the integrity of the classic cocktail while introducing a gourmet twist. The smooth bourbon remains the star, but the addition of chocolate bitters and cherry liqueur adds a layer of richness and sophistication. It’s a drink that respects tradition while embracing modern flavors, making it a fantastic choice for both seasoned Old Fashioned enthusiasts and newcomers looking for an accessible yet elevated whiskey cocktail.

    Another reason to love this cocktail is that it’s easy to make. Despite its complex and refined taste, this drink requires just a handful of high-quality ingredients and a few simple steps to prepare. There’s no need for extensive bartending skills—just a well-balanced mix of whiskey, cherry liqueur, bitters, and a touch of sweetness. In under five minutes, you can create a cocktail that tastes like it came straight from a high-end bar.

    This drink is also perfect for special occasions. Whether you’re celebrating a romantic evening, toasting to a milestone, hosting an elegant dinner party, or simply unwinding after a long day, the Chocolate Cherry Old Fashioned sets the mood for a sophisticated yet cozy experience. It’s an excellent choice for holiday gatherings, especially during fall and winter, when rich, warming flavors are particularly comforting.

    Perhaps one of the best things about this cocktail is how customizable it is. Whether you prefer a stronger chocolate presence, a more pronounced cherry flavor, or a drier, whiskey-forward profile, you can easily adjust the ingredients to suit your personal taste. Increase the chocolate bitters for a bolder cocoa essence, add extra cherry liqueur for a fruitier profile, or use a spicier rye whiskey instead of bourbon for an extra kick. The possibilities are endless, ensuring that you can tailor this drink to match your mood or the occasion.

    With its perfect balance of tradition and creativity, indulgence and simplicity, this cocktail is bound to become a favorite in your home bar. Whether you’re a whiskey connoisseur or just someone who enjoys a well-crafted cocktail, the Chocolate Cherry Old Fashioned is a must-try.

Ingredients

  • 2 oz bourbon (or rye whiskey for a spicier kick)

  • ½ oz cherry liqueur (such as Luxardo or Cherry Heering)

  • 2 dashes chocolate bitters

  • 1 tsp simple syrup (or 1 sugar cube)

  • 1 Luxardo cherry (or Amarena cherry) for garnish

  • 1 orange peel for garnish

  • Ice (large ice cube preferred)

  • Optional: Dark chocolate shavings for garnish

Preparation

Step 1: Prepare the Glass

  1. Take a lowball glass (Old Fashioned glass) and place a large ice cube inside. Large ice cubes are ideal because they melt slower, preserving the cocktail’s strength without excessive dilution.

Step 2: Muddle the Ingredients

  1. Add simple syrup (or a sugar cube) to the glass. If using a sugar cube, muddle it with a splash of water to dissolve it. 3. Add two dashes of chocolate bitters and stir gently to combine.

Step 3: Add Bourbon & Cherry Liqueur

  1. Pour in 2 oz of bourbon and ½ oz cherry liqueur over the ice. 5. Stir the drink for 20-30 seconds, ensuring the ingredients are well-mixed and chilled.

Step 4: Garnish and Serve

  1. Express an orange peel over the drink by twisting it to release the essential oils, then drop it into the glass. 7. Add a Luxardo cherry on top. 8. (Optional) Shave a little dark chocolate over the drink for an extra decadent touch. 9. Serve immediately and enjoy!

Variation

  • Smoky Twist: Use smoked bourbon or add a smoked cherry wood chip for added depth. – Vanilla Chocolate Cherry: A few drops of vanilla extract enhance the sweetness. – Extra Bitter Dark Chocolate: Add more chocolate bitters for a more pronounced cocoa note. – Fresh Cherry Version: Muddle fresh cherries with the sugar for a fruitier taste. – Non-Alcoholic Option: Substitute bourbon with a non-alcoholic whiskey alternative and use cherry syrup instead of liqueur.

Cooking Note

  • Use High-Quality Bourbon: The spirit is the foundation of this cocktail. A well-aged bourbon with caramel and vanilla notes works best. – Adjust Sweetness: If you prefer a less sweet drink, reduce the simple syrup or cherry liqueur slightly. – Bitters Matter: Chocolate bitters add depth and balance—don’t skip them!

Serving Suggestions

  • Pair this cocktail with dark chocolate truffles for a decadent treat. – Serve alongside a cheese board featuring aged cheddar or blue cheese for contrast. – Enjoy with a cigar for an ultra-luxurious experience. – Serve at holiday parties, date nights, or intimate gatherings for an elegant touch.

Tips

  • Use Large Ice Cubes: They slow down dilution, preserving the drink’s flavor. – Experiment with Bourbon & Rye: Bourbon is smooth and sweet, while rye whiskey adds a spicier bite. – Chill the Glass: A chilled glass enhances the sipping experience. – Don’t Over-Stir: Stir just enough to mix flavors without over-diluting. – Use Fresh Garnishes: Fresh orange peel and high-quality cherries elevate the flavor.

Prep Time: 5 minutes

Total Time: 5 minutes

Nutritional Information

Calories: 180 per serving Carbohydrates: 10g Sugar: 8g Alcohol Content: Varies based on bourbon strength

FAQs

Q: Can I use regular bitters instead of chocolate bitters? A: Yes, but chocolate bitters add a rich depth. If using regular bitters, consider adding a touch of cocoa powder.

Q: What’s the best bourbon for this cocktail? A: Choose a balanced bourbon like Woodford Reserve, Buffalo Trace, or Bulleit Bourbon.

Q: Can I make this in a batch for a party? A: Absolutely! Mix a larger batch in a pitcher and stir with ice before serving.

Q: What if I don’t have cherry liqueur? A: Substitute with cherry syrup or muddle fresh cherries with a splash of brandy.

Q: How do I make this less sweet? A: Reduce the cherry liqueur or use a spicier rye whiskey instead of bourbon.

Conclusion

The Chocolate Cherry Old Fashioned is a luxurious and flavorful take on a timeless cocktail. By incorporating cherry liqueur and chocolate bitters, this drink delivers a bold, rich, and slightly sweet experience while preserving the classic Old Fashioned’s elegance. It’s the perfect cocktail for those who appreciate whiskey but want to explore new depths of flavor. Whether you’re looking for a drink to enjoy on a cozy evening, serve at a gathering, or impress guests at a sophisticated event, this indulgent Old Fashioned variation is a guaranteed hit.

Try this decadent cocktail today and discover how a small twist on a classic can create a completely new and unforgettable experience!

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Chocolate Cherry Old Fashioned


  • Author: Imili Johnson
  • Total Time: 5 minutes

Ingredients

  • 2 oz bourbon (or rye whiskey for a spicier kick)

  • ½ oz cherry liqueur (such as Luxardo or Cherry Heering)

  • 2 dashes chocolate bitters

  • 1 tsp simple syrup (or 1 sugar cube)

  • 1 Luxardo cherry (or Amarena cherry) for garnish

  • 1 orange peel for garnish

  • Ice (large ice cube preferred)

  • Optional: Dark chocolate shavings for garnish


Instructions

Step 1: Prepare the Glass

  1. Take a lowball glass (Old Fashioned glass) and place a large ice cube inside. Large ice cubes are ideal because they melt slower, preserving the cocktail’s strength without excessive dilution.

Step 2: Muddle the Ingredients

  1. Add simple syrup (or a sugar cube) to the glass. If using a sugar cube, muddle it with a splash of water to dissolve it. 3. Add two dashes of chocolate bitters and stir gently to combine.

Step 3: Add Bourbon & Cherry Liqueur

  1. Pour in 2 oz of bourbon and ½ oz cherry liqueur over the ice. 5. Stir the drink for 20-30 seconds, ensuring the ingredients are well-mixed and chilled.

Step 4: Garnish and Serve

  1. Express an orange peel over the drink by twisting it to release the essential oils, then drop it into the glass. 7. Add a Luxardo cherry on top. 8. (Optional) Shave a little dark chocolate over the drink for an extra decadent touch. 9. Serve immediately and enjoy!

Notes

  • Use High-Quality Bourbon: The spirit is the foundation of this cocktail. A well-aged bourbon with caramel and vanilla notes works best. – Adjust Sweetness: If you prefer a less sweet drink, reduce the simple syrup or cherry liqueur slightly. – Bitters Matter: Chocolate bitters add depth and balance—don’t skip them!

  • Prep Time: 5 minutes
  • Cook Time: 0 minutes

Nutrition

  • Calories: 180
  • Sugar: 8g
  • Carbohydrates: 10g