Name: Chocolate-Covered Cherry Old Fashioned Cocktail
Prep time: 5 min
Total time: 5 min
Cuisine: American
Ingredients: 2 oz bourbon; 1/2 oz cherry liqueur; 1/4 oz simple syrup; 2 dashes chocolate bitters; Ice; Luxardo cherry, for garnish; Orange peel, for garnish; Dark chocolate shavings (optional, for garnish)

Why You’ll Love Chocolate-Covered Cherry Old Fashioned Cocktail Recipe

This cocktail transforms a traditional Old Fashioned into something truly special. The chocolate-covered cherry garnish adds elegance and visual appeal, while the cherry syrup and chocolate liqueur create a dessert-like depth without overpowering the bold bourbon base. It’s perfect for date nights, celebrations, holidays, or whenever you want a cocktail that feels elevated and memorable. Despite its impressive presentation, it’s surprisingly simple to make at home.

Ingredients

(Tip: You’ll find the full list of ingredients and measurements in the recipe card below.)

1/4 cup semisweet chocolate chips
1 fresh cherry
2 oz bourbon
1/2 oz cherry syrup
1/4 oz clear chocolate liqueur
3 dashes Angostura bitters
Ice

Directions

Place the semisweet chocolate chips in a small microwave-safe bowl. Microwave in 10-second intervals, stirring between each round, until fully melted and smooth. This should take about 30 seconds total.
Dip the fresh cherry into the melted chocolate, coating it evenly. Allow any excess chocolate to drip off, then place the cherry on a parchment-lined plate. Refrigerate for about 30 minutes, or until the chocolate is fully set.
In a mixing glass, combine the bourbon, cherry syrup, clear chocolate liqueur, and Angostura bitters.
Fill the mixing glass with ice and stir for about 10 seconds, until the mixture is well chilled.
Strain the cocktail into a rocks glass over a large ice cube.
Garnish with the chilled chocolate-covered cherry and serve immediately.

Servings and timing

Servings: 1 cocktail

Prep time: 5 minutes
Chilling time: 30 minutes
Total time: 35 minutes

Variations

For a richer chocolate flavor, substitute clear chocolate liqueur with dark crème de cacao.

Add a dash of chocolate bitters along with the Angostura bitters to deepen the complexity.

If you enjoy citrus notes, express a strip of orange peel over the drink before serving for a subtle brightness.

For a slightly smokier profile, try using a high-rye bourbon.

You can also swap the fresh cherry for a high-quality maraschino cherry for a more intense sweetness.

Storage/Reheating

This cocktail is best enjoyed fresh and should not be stored once mixed.

However, you can prepare the chocolate-covered cherries in advance. Store them in an airtight container in the refrigerator for up to 24 hours. Allow them to sit at room temperature for a few minutes before garnishing if desired.

There is no reheating required for this recipe.

FAQs

Can I make this cocktail ahead of time?

It’s best prepared just before serving. While you can pre-measure the ingredients, the drink should be stirred with ice and strained right before enjoying.

What type of bourbon works best?

Choose a bourbon you enjoy sipping on its own. A smooth, mid-range bourbon with caramel and vanilla notes complements the chocolate and cherry flavors beautifully.

Can I use dark chocolate instead of semisweet?

Yes, dark chocolate will create a more intense and less sweet coating for the cherry. It’s a great option if you prefer a richer flavor.

Is there a substitute for cherry syrup?

You can use maraschino cherry syrup or make a simple cherry syrup by simmering cherries with sugar and water, then straining the mixture.

What glass should I serve this in?

A rocks glass or Old Fashioned glass is ideal, preferably with a large ice cube to keep the drink cold without diluting it too quickly.

Can I skip the chocolate liqueur?

You can, but the chocolate liqueur enhances the dessert-like character. Without it, the drink will lean more toward a traditional cherry Old Fashioned.

How do I melt chocolate without a microwave?

Use a double boiler by placing a heatproof bowl over a pot of simmering water. Stir the chocolate gently until melted and smooth.

Can I make this into a larger batch for a party?

Yes, simply multiply the ingredients by the number of servings needed. Stir individual portions with ice before serving for the best texture and temperature.

What does Angostura bitters add to the drink?

Angostura bitters provide aromatic spice and balance, preventing the cocktail from becoming overly sweet.

Is this cocktail very sweet?

It has a noticeable sweetness from the cherry syrup and chocolate elements, but the bourbon and bitters keep it balanced and smooth.

Conclusion

The Chocolate-Covered Cherry Old Fashioned is a stunning reinterpretation of a timeless classic. With its blend of bold bourbon, sweet cherry, and velvety chocolate, it offers a refined yet playful drinking experience. Whether served for a romantic evening or a festive gathering, this cocktail delivers both flavor and elegance in every sip.