Exploring the Art of Bourbon Cocktails with Heather Wibbels
By ISC Barrels with guest contributor, Heather Wibbels (aka the Cocktail Contessa)
When you think about bourbon, you are sure to imagine rich notes of caramel, vanilla, and oak swirling together in perfect harmony. National Cocktail Day is Tuesday, March 24 and today we’re bringing in an expert so that you can capture that magic in a cocktail at home.
Heather Wibbels, better known as the ‘Cocktail Contessa,’ is a bourbon enthusiast, award-winning mixologist, and author. Heather brings the art of cocktails and the science of bourbon together in a way that educates and inspires. Her creations highlight the profound impact bourbon barrels have on flavor, proving that barrels aren’t just part of the aging process — they’re part of the recipe.
Heather’s Approach to Cocktails
According to Heather, understanding the role of the barrel can deepen your appreciation of bourbon and inspire creativity behind the bar. When you’re building a bourbon cocktail, think about the barrel as another ingredient. What flavors did it impart? How can you enhance or contrast them?
A great cocktail should take the flavors and mouthfeel of a great whiskey and create something more. When you work with whiskey as a base spirit, you want to make sure the end cocktail is more than the sum of its parts. It should connect flavors, round out textures and delight the drinker.
It surprises many whiskey drinkers to know that they are already primed to be great cocktail drinkers. Whiskey enthusiasts never simply sip. Often, they nose repeatedly, take small tastes to evaluate flavor and mouthfeel. They’re sensitive to the finish of a beverage. All the great things that make a great cocktail are also the foundation of a truly great whiskey. Using that sensitivity to aromas, flavor and mouthfeel just makes whiskey drinkers that much better at evaluating cocktails.
While you don’t need to break the bank to make great cocktails, using higher-end whiskeys, especially for spirit-forward drinks like the Manhattan or Old Fashioned, can create stunning sips.

ISC: Are there particular spices, fruits, or bitters that pair exceptionally well with the flavor bourbon gains from its time in barrels?
Heather: Bourbon plays especially well with sweet additions because of the prevalence of brown sugar, caramel and vanilla notes, but it can also benefit from complexity added by bitters or bitter elements. One of the reasons chocolate goes so well with bourbon in a cocktail format is that unsweetened cacao is bitter.
It’s often helpful to create cocktails based on food profiles you already love. If you adore chocolate desserts drizzled in salted caramel, build a cocktail based on that profile—sweet, with bitter chocolate notes, a bit of caramel, and a twist of salt to make the flavors pop. If you prefer smoke intertwined with bitterness, consider using other spirits with earthy, bitter elements and soften them with a touch of syrup or salt to adjust mouthfeel and texture.
ISC: How do you bring out the vanilla, caramel, or smoky notes imparted by barrels when designing bourbon cocktails?
Heather: When working with bourbon and whiskey, vanilla, caramel and smoke are all easy to detect. These flavors, specific to the barrel aging process, can be used as a primary flavor ingredient for your recipe. By using the whiskey’s primary flavor elements as a blueprint, you can build the rest of the recipe around them. Taking the time to evaluate the key flavors and aromas is essential for crafting a balanced cocktail.
One of my favorite techniques is using barrel-aged ingredients from local businesses in cocktails. Barrel-aged syrups and bitters are a great way to double down on bourbon barrel flavors.
Even barrel-aging batched cocktails can be a fun experiment. However, don’t leave cocktails in barrels too long. Typically, home cocktail aging is done in smaller barrels, which can impart harsher tannic notes, sourness, or even a bitter smokiness. Taste your cocktails frequently, and once they reach your desired flavor, decant and store them in the fridge.
ISC: How can someone highlight the unique barrel-aged characteristics of bourbon in a simple cocktail at home?
Heather: I love this question! To me, getting more baking spices out of the cocktail with interesting aromatic bitters is an easy way to elevate and highlight those flavors. Or, if you’re missing some of the tannins and dryness of a great barrel-aged whiskey, use a tea syrup instead of regular simple syrup. Using Irish Breakfast tea or Earl Gray tea, or even chai tea as a base for syrups can create layered and complex flavors within the cocktail itself.
If you’re looking to add more of the char or smoke, I’d suggest putting a small bit of your favorite smoky scotch or mezcal in a small spritz bottle and spraying on the glass before serving. This keeps the balance of the drink intact but adds those aromatics to the drink and helps the nose “find” those notes.
ISC: For National Cocktail Day, what bourbon-based cocktail would you recommend for beginners who want to celebrate?
Heather: For Margarita or Daquiri drinkers I recommend an easy whiskey sour. If it’s someone who prefers more spirit forward drinks try an Old Fashioned using either maple syrup or cinnamon infused simple syrup for the sweet element. Varying the bitters can add layers of flavor as well. I prefer to add both orange and aromatic bitters to my cocktails.
Try it at Home:
Smoked in Oak Old Fashioned
- 2 oz bourbon
- ½ oz bourbon smoked sugar syrup (1 cup bourbon-smoked sugar to 1 cup of water)
- 2 dashes orange bitters
- 1 dash Hella Bitters Smoked chili bitters or ½ bar spoon smoky Scotch
- Garnish: charred candied orange wheel
Instructions: Smoke an old-fashioned glass or rinse a glass with peated Scotch. Set aside. Combine bourbon, syrup and bitters in a mixing glass. Fill with ice and stir for 30 seconds. Strain into prepared glass over one large rock. Garnish with a charred candied orange wheel.


Maple Vanilla Sour
- 2 oz bourbon
- ¾ oz cinnamon vanilla syrup (heat 1 cup water and 1 cup sugar with 3 cracked cinnamon sticks and 1 sliced vanilla bean. Simmer for 15 min. Cool to room temperature and store in the fridge)
- ¾ oz lemon juice
- 3 dashes cherry bark vanilla bitters
- Optional (egg white/aquafaba)
- Garnish: lemon wedge, candied ginger and star anise
Instructions: Combine all ingredients into a shaking tin. Shake for 30 seconds. Add ice and shake for 15 seconds. Strain into a chilled coupe glass and garnish.
If a Sazerac and a Manhattan had a love child, a Dark Quarter Manhattan would be their firstborn. Rich and complex, this cocktail dials up the spice with a licorice liqueur, a peppery rye whiskey, and amaro’s earthy coffee and chocolate notes. A touch of maple syrup sweetens and balances the cocktail and results in a thicker mouthfeel.
Dark Quarter Manhattan
- 2 ounces rye whiskey (or high-rye bourbon)
- ¼ ounce barrel-aged maple syrup
- ¾ ounce Foro amaro
- ¼ ounce Herbsaint or absinthe
- Garnish: star anise and candied ginger
Instructions: Combine ingredients in a mixing glass and add ice. Stir for 30 seconds or until well chilled. Strain into a chilled coupe glass and garnish.

Whether you’re a bourbon connoisseur or just starting your journey, Heather and the influence of bourbon barrels remind us that every glass holds a story. Cheers to exploring unique barrel-inspired cocktails this National Cocktail Day!
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Meet the Cocktail Contessa

Heather Wibbels is a name synonymous with bourbon cocktail innovation. Based in Kentucky, the heart of bourbon country, Heather has made a career of exploring the nuances of bourbon and how its complex flavors can shine in cocktails. She’s the Managing Director of the Bourbon Women Association, spirits writer, and an author whose book, Bourbon is My Comfort Food, has become a must-read for bourbon lovers and mixologists alike. For custom content creation, recipe development, cocktail demonstrations and more visit Heather’s Instagram at @cocktail_contessa or her website https://www.cocktailcontessa.com/.