As the leaves turn and the air grows crisp, there's no better way to embrace the fall season than with a bold, flavorful bourbon cocktail. From smoky twists on the classic Old Fashioned to effervescent sippers infused with seasonal spices, these cocktails from Good Trouble, Bib & Tucker, 15 STARS, and WhistlePig highlight the rich, warm flavors of autumn. Whether you're hosting a Halloween bash, gathering around a campfire, or simply enjoying a cozy night in, these recipes are sure to spark conversation and elevate your seasonal sipping.
This bright and effervescent cocktail from Good Trouble Kentucky Straight Bourbon is a toast to change, blending the smooth warmth of bourbon with the crisp fizz of prosecco and a touch of cider honey syrup. Garnished with a sprig of rosemary, it’s as refreshing as a cool fall breeze and perfect for festive gatherings. Ingredients: 1 oz Good Trouble Kentucky Straight Bourbon, 1 tbsp. + 1 tsp. Cider Honey Syrup, 1 oz. Prosecco, Champagne, or Sparkling White Wine (enough to top off the glass), sprig of rosemary (for garnish). Method of Preparation: Mix the whiskey and cider honey syrup with ice until chilled. Strain into a pitcher or serving glass and refrigerate until ready to serve. Pour the whiskey-syrup mixture into glasses and top with prosecco. Garnish with a rosemary sprig. Cider Honey Syrup: In a small saucepan over medium heat, combine honey, spices, and orange juice. Whisk until bubbling, then remove from heat and cool for 5 minutes.
Warm, festive, and designed for sharing, this punch from Good Trouble combines their bold bourbon with a spiced cranberry syrup, brightened by orange liqueur and fresh lime juice. Topped with club soda and garnished with fresh cranberries and rosemary, it’s a crowd-pleaser for any fall gathering. Ingredients: 2 oz Good Trouble Bourbon, 1 oz spiced cranberry syrup (cranberries, sugar, water, cinnamon, cloves), 1/2 oz orange liqueur, 1/2 oz fresh lime juice, club soda, fresh cranberries and rosemary sprig (for garnish). Method of Preparation: In a shaker with ice, combine bourbon, spiced cranberry syrup, orange liqueur, and lime juice. Shake well and strain into a glass filled with ice. Top with club soda. Garnish with fresh cranberries and a rosemary sprig.
Unapologetically bold, this martini from Good Trouble infuses their bourbon with chai tea for a smooth, spiced flavor. Paired with vanilla liqueur and a touch of cinnamon syrup, it’s a sophisticated sipper finished with an orange twist, perfect for cozy fall evenings. Ingredients: 2 oz Chai-infused Good Trouble Bourbon (infuse bourbon with chai tea bags for 24 hours), 1/2 oz vanilla liqueur, 1/4 oz cinnamon syrup, orange twist (for garnish). Method of Preparation: In a mixing glass with ice, combine chai-infused bourbon, vanilla liqueur, and cinnamon syrup. Stir well to chill. Strain into a chilled martini glass. Express the oil from an orange twist over the cocktail and garnish.
Rich and smoky with a hint of sweetness, this Good Trouble cocktail balances their bourbon with pure maple syrup and fresh lemon juice, elevated by a dash of smoked bitters. Served in a smoked sea salt-rimmed glass and topped with club soda, it’s a refreshing yet robust fall drink. Ingredients: 2 oz Good Trouble Bourbon, 1/2 oz pure maple syrup, 1/2 oz fresh lemon juice, 1 dash smoked bitters, club soda, smoked sea salt (for rimming), lemon peel (for garnish). Method of Preparation: Rim a highball glass with smoked sea salt. In a shaker with ice, combine bourbon, maple syrup, lemon juice, and smoked bitters. Shake well and strain into the prepared glass. Top with club soda and garnish with a lemon peel.
Bib & Tucker’s Gold Roast Bourbon shines in this hauntingly delicious riff on an Irish coffee. With espresso, Madeira wine, and a touch of simple syrup, this dark and bold cocktail is smooth yet spooky, finished with a lemon peel for a citrusy twist. Ingredients: 1.5 oz Bib & Tucker Gold Roast Bourbon, 0.5 shot espresso or cold brew, 0.25 oz simple syrup, 0.75 oz Madeira wine, 2 dashes Angostura bitters, lemon peel (for garnish). Method of Preparation: Add all ingredients to a shaker tin half full of ice. Shake well and strain into a glass. Garnish with a lemon peel.
This spirit-forward cocktail from Bib & Tucker, made with their Classic Six Bourbon, brings sophistication to your Halloween festivities. Campari and walnut liqueur add depth and complexity, while an expressed orange peel garnish ties it all together. Ingredients: 1.5 oz Bib & Tucker The Classic Six Bourbon, 0.5 oz Campari, 0.5 oz dry vermouth, 1 barspoon walnut liqueur, expressed orange peel (for garnish). Method of Preparation: Stir all ingredients in a mixing glass with ice. Strain into a rocks glass over a large ice cube. Garnish with an expressed orange peel.
Bib & Tucker’s Double Char Bourbon gives this Old Fashioned a smoky, maple-kissed edge, perfect for fall nights by the fire. Coffee pecan and black walnut bitters add a nutty depth, complemented by a classic orange peel garnish. Ingredients: 2 oz Bib & Tucker Double Char Bourbon, 0.25 oz maple syrup, 2 dashes coffee pecan bitters, 2 dashes black walnut bitters, orange peel (for garnish). Method of Preparation: Add bourbon, maple syrup, and bitters to a mixing glass with ice. Stir for 30 seconds until cold. Strain over fresh ice into a rocks glass. Garnish with an orange peel.
Crisp and refreshing, this Bib & Tucker cocktail uses their Double Char Bourbon and baked apple bitters to capture the essence of autumn. Topped with soda water and garnished with an apple slice, it’s a light yet flavorful sipper. Ingredients: 2 oz Bib & Tucker Double Char Bourbon, 2 dashes Bar Keep Baked Apple Bitters, soda water, apple slice (for garnish). Method of Preparation: Add bourbon and bitters to a mixing glass and stir until cold. Strain into a rocks glass over fresh ice. Top with soda water and garnish with an apple slice.
From 15 STARS, this slightly sweeter take on the Old Fashioned, named after Kentucky’s historic sugar chests, combines their First West Small Batch bourbon with simple syrup and cherry bark vanilla bitters. An orange peel garnish adds a bright finish to this compelling classic. Ingredients: 2 oz 15 STARS First West Small Batch, 1/4 oz simple syrup, 3 dashes Bittercube Cherry Bark Vanilla Bitters, orange peel (for garnish). Method of Preparation: Add bourbon, simple syrup, and bitters to a mixing glass with ice. Stir until well-chilled. Strain into a rocks glass over a large ice cube. Garnish with an orange peel.
WhistlePig’s CampStock Wheat Whiskey, crafted in Solo Stove® toasted barrels, brings campfire vibes to this nostalgic Old Fashioned. With barrel-aged maple syrup, chocolate bitters, and a toasted marshmallow garnish, it’s a perfect blend of strength and sweetness for fall evenings. Ingredients: 1 ½ oz WhistlePig CampStock Wheat Whiskey, ¼ oz WhistlePig Barrel Aged Maple Syrup, 3 dashes chocolate bitters, toasted marshmallow (for garnish). Method of Preparation: Add all ingredients to an Old Fashioned glass with ice. Stir until maple syrup is properly diluted. Garnish with a toasted marshmallow.
Nothing screams fall like a good barbecue, and the Cobble Hill Mule from Morgan’s Brooklyn Barbecue is the drink to match. Made with Whiskey Row’s Bottled in Bond, this mule’s got a spicy ginger kick that cuts through the smoky richness of brisket like nobody’s business. Shake it up with ice, pour it over a copper mug, and you’re set for a laid-back evening.
Peanut butter and pumpkin? Yeah, you read that right. Skrewball Peanut Butter Whiskey’s Pumpkin Paradise is a wild card that works. Mix 2 ½ parts Skrewball, ¾ parts Zaya Gran Reserva Rum, some orange and pineapple juice, and a homemade pumpkin cream of coconut mix (blend pumpkin puree, cream of coconut, vanilla, cinnamon, nutmeg, and sugar). Shake it with ice, pour into a glass, and top with pineapple leaves and a dusting of pumpkin spice. It’s sweet, nutty, and just savory enough to keep things interesting—like a dessert you can drink without feeling fancy.
For those chilly fall nights, the Pumpkin Hot Buttered Skrew is like a warm hug in a mug. Take 2 ½ parts Skrewball Peanut Butter Whiskey, add a splash of pumpkin spice syrup, a sugar cube, a dab of butter, and hot water. Stir it up, toss in a star anise, and sprinkle some cinnamon sugar on top. It’s rich, cozy, and just a little indulgent. Perfect for sipping while you’re watching the leaves fall or arguing over who’s got the better fantasy football team.