36 Sensational Holiday Bourbon Cocktails for Cozy Winter Nights

Edward Hickman

November 5, 2025

Taking advantage of the crisp autumn air, many people turn to warming beverages to thaw their chilled bones. Whether it’s a festive gathering or simply unwinding after a long day, a comforting drink can work wonders for the soul. And what better way to get into the holiday spirit than with a delicious bourbon cocktail? The rich, smoky flavor and warming qualities of bourbon make it an ideal base for a seasonal drink.

Whether you prefer it neat or mixed into a cocktail, bourbon brings a touch of sophistication to any gathering. From timeless classics to innovative twists, there are countless ways to enjoy this beloved spirit during the holidays. With so many options available, it can be daunting to decide which bourbon cocktail to serve. That’s where we come in – we’ve scoured the internet and consulted with expert bartenders to bring you our top picks for warm holiday bourbon cocktail recipes.

Whether you’re a seasoned bourbon connoisseur or new to the spirit, these recipes are sure to impress your guests and keep you cozy all winter long. So, grab a plush blanket, light the fireplace, and get ready to indulge in the ultimate holiday treat – a warm, comforting bourbon cocktail that’s perfect for chilly evenings spent indoors with loved ones.

Bourbon Hot Chocolate

Bourbon Hot Chocolate

Pamper yourself on a cold winter’s night with a delicious and warming drink – Bourbon Hot Chocolate. This indulgent cocktail combines the richness of real maple syrup, cocoa powder, and a hint of salt with the creaminess of milk and vanilla extract, all topped off with a generous pour of good bourbon. The resulting flavor is truly divine, with the sweetness of the maple syrup perfectly balanced by the bitterness of the cocoa powder.

The Bourbon Hot Chocolate is more than just a tasty drink – it’s also a great way to socialize and create special memories with loved ones. Whether you’re hosting a holiday party or simply want to cozy up on a chilly evening, this cocktail is sure to become a new favorite. Its comforting warmth and velvety texture make it an ideal choice for those looking for a soothing boozy treat or a sweet indulgence to share with friends and family.

The Blizzard

The Blizzard

Zest up your holiday gatherings with the perfect bourbon cocktail – ‘The Blizzard’! This delightful drink combines the smoothness of bourbon with the tartness of cranberry juice, the brightness of lemon juice, and a touch of sweetness from homemade simple syrup.

A Long Winter’s Nap

A Long Winter

Surrounded by the cold winter air, there’s nothing quite like sipping on a warm and comforting Bourbon cocktail to thaw out the chill. Enter ‘A Long Winter’s Nap’, a delightful concoction that will transport you to a cozy haven, if only for a moment. This expertly crafted drink is infused with an aromatic blend of ginger, cardamom, star anise, and maple syrup, creating a rich and velvety texture that will wrap around your taste buds like a warm hug.

The addition of freshly plucked fir adds a unique and festive touch, making ‘A Long Winter’s Nap’ the perfect drink to serve at your holiday gatherings or enjoy on a cold winter night with loved ones.

Chai Spiced Bourbon Cocktail

Chai Spiced Bourbon Cocktail

Adding a twist to traditional cocktails, the Chai Spiced Bourbon Cocktail offers a unique flavor profile that’s perfect for the holiday season. By incorporating Tazo Chai Tea Latte Concentrate, bourbon, and ginger ale, this cocktail strikes an ideal balance between warm spices and refreshing fizziness. To enhance its festive appeal, garnish with cinnamon sticks or other seasonal elements.

Spiked Apple Cider With Bourbon

Spiked Apple Cider With Bourbon

Just what you need to warm your spirits during the cold winter months is a delicious and festive Spiked Apple Cider with Bourbon cocktail. Perfect for cozying up by the fireplace or hosting a holiday party, this easy-to-make drink is sure to put everyone in a merry mood. The combination of rich, homemade apple cider and smooth bourbon creates an aromatic and flavorful concoction that will make your home smell like Christmas.

Whether you’re celebrating Thanksgiving, Christmas, or any other festive occasion, this cocktail is the perfect addition to your holiday celebrations. So go ahead, turn on some holiday tunes, brew up a batch, and get ready to toast the season in style!

Hot Toddy

Hot Toddy

Venturing into the world of warm and comforting cocktails is the Hot Toddy, a classic drink that perfectly captures the essence of the holiday season. This timeless concoction consists of hot water, honey, lemon, and a spirit such as bourbon, whiskey, or brandy, carefully balanced to create a soothing elixir. Whether you’re seeking solace from the chill of winter or simply looking for a delicious treat to enjoy with friends and family, the Hot Toddy is an excellent choice.

The blend of warm water, sweet honey, and tangy lemon provides a delightful flavor profile that’s sure to please even the most discerning palate. Meanwhile, the subtle smokiness of the bourbon adds depth and complexity to this already-appealing drink, making it a perfect accompaniment to the festive atmosphere of the holiday season.

Bourbon Hot Toddy

Bourbon Hot Toddy

Generally, a Bourbon Hot Toddy is a timeless hot whiskey cocktail ideal for warming up on cold winter evenings. Its rich history dates back to traditional medicine, where it was used to cure various ailments, including the common cold. This versatility also allows it to be made with different types of brown liquors or even apple cider, making it suitable for those who prefer alternatives to bourbon.

The warm and comforting flavors of this cocktail make it an excellent choice for holiday gatherings or intimate nights by the fire.

Hot Buttered Bourbon

Hot Buttered Bourbon

Unwind on those chilly winter nights with the indulgent Hot Buttered Bourbon cocktail. This decadent drink is not for the faint of heart, as it combines rich ingredients like butter, brown sugar, and spices, along with a generous amount of bourbon. The mixture is heated to perfection, then finished off with a splash of hot water, bringing all the flavors together in harmony.

Bourbon Apple Cider Cocktail

Bourbon Apple Cider Cocktail

Lovely and warming, the Bourbon Apple Cider Cocktail is an ideal drink to enjoy during the holiday season. Made with fresh pressed apple cider, bourbon, and a hint of maple syrup, this cocktail combines rich autumnal flavors in a single glass. The result is a unique and festive taste experience that’s perfect for any fall or winter gathering.

Warm Spiced Vanilla Cocktail

Warm Spiced Vanilla Cocktail

Highlighting the perfect drink to cozy up with during the winter season is the Warm Spiced Vanilla Cocktail. Its unique flavor profile is reminiscent of a chai latte, expertly crafted from a blend of vanilla, nutmeg, cinnamon, Irish cream, and bourbon. The addition of a cinnamon-sugared rim elevates the experience, much like taking a bite of warm cinnamon toast. This delightful cocktail is surprisingly easy to prepare with ingredients readily available in your pantry or cupboard.

If you’re searching for a revitalizing winter cocktail that can brighten up both day and night, then the Warm Spiced Vanilla Cocktail is an absolute must-try.

Pine Old Fashioned

Pine Old Fashioned

Holiday cheer is just around the corner, and what better way to get into the spirit than with a deliciously warm and cozy holiday cocktail? The Pine Old Fashioned is an innovative twist on the classic recipe that’s sure to become a staple in your winter celebrations. A subtle pine flavor is infused into the drink thanks to the addition of pine simple syrup, adding depth and complexity to the traditional mix.

Vanilla Chai Old Fashioned

Vanilla Chai Old Fashioned

Out of the many festive cocktails that are perfect for the holiday season, one stands out as a delicious and warming choice: the Vanilla Chai Old Fashioned. This unique twist on the classic old fashioned cocktail is elevated by the addition of homemade spiced chai simple syrup, which brings an exciting and aromatic flavor to the mix. The winter citrus and touch of vanilla add even more depth and character to this special drink.

It’s a great balance between being not too sweet and not too heavy on the bourbon, making it a fantastic choice for holiday gatherings where you want to offer your guests something both festive and flavorful. If you’re looking for a show-stopping cocktail to serve at your holiday party or just want to try something new and exciting, the Vanilla Chai Old Fashioned is definitely worth trying.

Bourbon Eggnog Cocktail

Bourbon Eggnog Cocktail

Enjoying a cold winter night with a warm cup of a classic holiday cocktail sounds like a perfect way to unwind during the festive season. The Bourbon Eggnog Cocktail is a timeless drink that combines the richness of eggnog with the smoothness of bourbon, creating a delightful and creamy blend that is sure to put you in a merry mood.

The recipe carefully balances the amount of bourbon to give it just the right kick without overpowering the other flavors, making it an ideal choice for those who prefer their drinks on the milder side.

Winter Spiced Old Fashioned

Winter Spiced Old Fashioned

Making the most of the holiday season just got a whole lot more enjoyable thanks to the Winter Spiced Old Fashioned. This beloved cocktail has been reimagined with a delicious twist by incorporating spiced simple syrup infused with warming spices such as ginger, cinnamon, and cloves into its classic recipe. The choice of bourbon is crucial in determining the overall taste, and for this particular recipe, Bulleit bourbon is highly recommended due to its distinct flavor profile.

While other options like Knob Creek or Four Roses can also be used, they may alter the final result. Whether you’re cozied up by the fireplace with loved ones or seeking a comforting drink to unwind with during the winter months, this Winter Spiced Old Fashioned is sure to become your new go-to cocktail.

Bourbon Cider Cocktail

Bourbon Cider Cocktail

Finding yourself in the midst of the holiday season can be a truly magical experience, especially when paired with a delicious and warming drink like the Bourbon Cider Cocktail. This delightful concoction combines apple cider, bourbon, and ginger pomegranate syrup infused with cinnamon and cloves to create a richly spiced and sweet treat that will leave you feeling snug and cozy.

Whether you’re snuggled up under a blanket or enjoying it by the fireplace, this ruby red cocktail is sure to become your new favorite holiday drink. The Bourbon Cider Cocktail is not only a tasty way to experience the warmth of the season but also an excellent example of hygge in action – a Danish concept that embodies coziness and comfort. As we navigate the chilly months ahead, it’s a perfect strategy to indulge in this comforting cocktail and make the most of the holiday spirit.

Bourbon Smash Cocktail

Bourbon Smash Cocktail

Just as the holidays bring a mix of warm and cozy feelings, the Bourbon Smash Cocktail embodies these emotions in every sip. Made by muddling fresh lemon and blueberries and straining them over a glass filled with ice, bourbon, and cinnamon, this seasonal twist on the classic whiskey smash recipe offers a perfect blend of rich, rustic flavors that are strong yet sweetened with simple syrup, berries, and herbs.

The combination of ingredients creates a delightful balance of tastes, making it a must-try for any bourbon enthusiast looking to warm up during the holiday season.

Spiked Chai

Spiked Chai

Zest up your holiday celebrations with the Spiked Chai cocktail! This delightful twist on classic chai tea is infused with a blend of aromatic spices, rich black tea, and a smooth bourbon kick. The inviting flavors of cardamom, allspice, and cloves evoke a sense of warmth and coziness, making it an ideal choice for chilly winter evenings.

Whether you’re hosting a festive holiday gathering or simply seeking a comforting drink to unwind with, the Spiked Chai is sure to charm your guests and leave them wanting more.

Bourbon Chai Eggnog

Bourbon Chai Eggnog

Yearning for a festive and warming holiday cocktail to savor by the fireplace? The Bourbon Chai Eggnog fits the bill perfectly. This mouthwatering concoction brings together the quintessential flavors of eggnog with aromatic warm chai spices, blended with a bold kick of bourbon, making it an irresistible choice for the holiday season.

The recipe suggests allowing the spices to infuse in the eggnog for at least 24 hours before adding the bourbon, enabling the flavors to harmoniously meld together and intensify over time. Whether you’re enjoying a cozy evening watching your favorite football game or flipping through recipe clippings with family members, the Bourbon Chai Eggnog is an ideal drink to indulge in during the festive period.

Chai-Cranberry Bourbon Smash

Chai-Cranberry Bourbon Smash

Very much in line with its festive name, the Chai-Cranberry Bourbon Smash is a quintessential holiday cocktail that exudes warmth and coziness. Blending bourbon and rye whiskey together creates a robust base for this seasonal drink, while warm chai spice infused through the mix adds an aromatic depth. The addition of freshly muddled rosemary provides a subtle herbal note, which balances out the sweetness from the brown sugar-chai simple syrup.

Meanwhile, fresh cranberries and lime wedges contribute to the tartness that complements the spicy undertones. When topped with ginger ale, this cocktail comes alive with a lively fizziness, making it an ideal choice for any holiday gathering where a cheery drink is desired. If you’re searching for a comforting bourbon cocktail to sip on during the winter months, the Chai-Cranberry Bourbon Smash undoubtedly deserves consideration and should be given a try.

Orange Bourbon Smash

Orange Bourbon Smash

Naturally, the Orange Bourbon Smash is an ideal choice for holiday celebrations due to its unique balance of bold and refreshing flavors. This cocktail expertly combines the rich notes of bourbon and bitters with the sweetness of fresh mandarin oranges and the complexity of vermouth and Grand Marnier liqueur. The vibrant color of the drink is further enhanced by the garnish of fresh mandarin strands, adding a touch of elegance to this already sophisticated beverage.

What sets the Orange Bourbon Smash apart from other cocktails is its reliance on high-quality, fresh ingredients and the absence of added sugar, making it a healthier alternative for those who want to indulge without feeling guilty.

Bourbon Black Forest Cocktail

Bourbon Black Forest Cocktail

Vying for attention from anyone who loves rich and decadent flavors, the Bourbon Black Forest Cocktail is an absolute must-try during the winter season. With its warming and sweet taste, this cocktail perfectly captures the essence of chocolate and cherry flavors that are sure to satisfy any sweet tooth. The drink’s unique combination of bourbon, cherry brandy, and chocolate liqueur, all shaken together and poured into a small glass, creates a truly indulgent experience.

Orange Cranberry Bourbon Smash

Orange Cranberry Bourbon Smash

Naturally, the Orange Cranberry Bourbon Smash is a festive and warming cocktail that captures the essence of the holiday season with its harmonious blend of flavors. This bourbon-based drink is infused with the sweetness of cranberries and the zestiness of orange, elevated by the effervescence of ginger ale, which adds a tangy and earthy depth to the mixture.

In addition to its bold flavor profile, the cocktail also features fresh rosemary and homemade cranberry sauce, which provide a bright and authentic cranberry taste that complements the other ingredients perfectly. As a result, this cocktail is an ideal choice for Thanksgiving celebrations and can be easily scaled up to serve a crowd.

Overall, the Orange Cranberry Bourbon Smash is a delicious and effortless cocktail that is sure to delight your guests during the holiday season with its unique blend of flavors.

Classic Hot Toddy

Classic Hot Toddy

Virtually every holiday season, many of us find ourselves seeking out warm and comforting drinks to help alleviate cold symptoms and promote a restful night’s sleep. The Classic Hot Toddy is one such cocktail that fits this bill perfectly, with its rich flavors and soothing properties making it an ideal choice for the colder months ahead.

This time-honored recipe requires just four simple ingredients: whiskey (or rum or brandy), honey, lemon juice, and hot water – allowing you to customize your Hot Toddy to suit your taste preferences. Not only does this cocktail deliver on flavor, but its medicinal properties have been known to help ease congestion and promote a peaceful night’s rest.

Cranberry Bourbon Sour Punch

Cranberry Bourbon Sour Punch

Renowned for its festive charm, the Cranberry Bourbon Sour Punch offers a delightful twist on traditional cocktails that’s tailor-made for the holiday season. The homemade cranberry-orange syrup injects a rich, velvety sweetness and warmth to the bourbon, while the delicate citrus notes and fragrant candied rosemary garnish elevate the presentation to new heights.

This refreshing cocktail is surprisingly easy to prepare and can be enjoyed either as an individual serving or served in larger quantities as a punch for a gathering of friends and family. The best part? The cranberry syrup can be crafted ahead of time, making it an ideal choice for effortless entertaining during the holiday period. If you’re seeking a delectable and festive cocktail to serve at your next holiday celebration, the Cranberry Bourbon Sour Punch is undoubtedly worth trying.

Apple Bourbon Cocktail

Apple Bourbon Cocktail

Yellowing leaves of fall often signal the start of the holiday season, a time when people come together to share in warm, comforting traditions and try new recipes. The Apple Bourbon Cocktail is a delicious and easy-to-make cocktail that perfectly captures this festive spirit. Made with your favorite bourbon, cold-pressed apple juice, fresh citrus, and amaretto, this cocktail has a sweet and nutty flavor that will transport you to a cozy winter wonderland on even the chilliest of nights.

The addition of fresh herbs or a citrus slice as a garnish adds a lovely touch to the overall experience of sipping this cocktail. Whether you’re a bourbon lover or just looking for a festive drink to share with friends and family, the Apple Bourbon Cocktail is a must-try. So, why not give it a shot and see for yourself how delicious it really is?

Hot Apple Pie Bourbon Cocktail

Hot Apple Pie Bourbon Cocktail

Warm up this holiday season with the perfect warm holiday drink, the Hot Apple Pie Bourbon Cocktail, which is sure to make your evening cozy and delightful. This delectable cocktail combines apple cider with spices like cinnamon, allspice, and a hint of butterscotch, while bourbon adds the perfect depth of flavor. The unique layered flavor profile comes from allowing the cider to steep with cinnamon sticks and allspice berries for an extended period.

The addition of butterscotch sauce brings a rich sweetness that complements the flavors of the spices, while the bourbon provides a subtle kick. For a truly indulgent experience, serve this cocktail with a cinnamon stick stirrer and pair it with a slice of warm apple pie or crumbly apple cake. If you’re searching for a delightful holiday drink to elevate your evening, look no further than the Hot Apple Pie Bourbon Cocktail – its unique flavor profile is sure to impress.

Santa’s Nightcap

Santa

Nestled by the fire with a Christmas movie or board games, ‘Santa’s Nightcap’ is the perfect warm holiday bourbon cocktail to sip on. This indulgent drink combines chai tea, milk, honey, fresh cinnamon, ginger, and a good measure of bourbon for an unbeatable blend of flavors. The name itself is enough to entice you to give it a try, but it’s the combination of tastes that will truly leave you feeling cozy from head to toe.

What’s more, ‘Santa’s Nightcap’ can be made ahead of time, stored in the fridge, making it an ideal choice for entertaining guests during the holiday season.

Winter Warm-Up

Winter Warm-Up

Adding a touch of warmth to your winter nights just got easier with the Winter Warm-Up cocktail. This delightful concoction brings together hot coffee and Bulleit Bourbon Frontier Whiskey, resulting in a rich and bold flavor profile that’s sure to become a new favorite. The addition of homemade cinnamon whipped cream and a stir with a cinnamon stick elevates this drink from ordinary to extraordinary, making it an ideal choice for those chilly winter evenings.

Although some may initially mistake it for an Irish Coffee due to the hot coffee component, the presence of bourbon sets it apart and gives it a unique taste experience. If you’re looking for a way to warm up during the holiday season, consider giving the Winter Warm-Up a try and discover the perfect blend of warmth and flavor.

Bourbon Brown Sugar Old Fashioned

Bourbon Brown Sugar Old Fashioned

Keenly anticipating the holiday season? Look no further than the Bourbon Brown Sugar Old Fashioned, a simple yet sophisticated cocktail that’s sure to become a new favorite. The addition of brown sugar gives this classic drink a warm and inviting twist, while the subtle flavors of orange peel and cinnamon stick add depth and complexity. The combination of bourbon and brown sugar is absolute perfection, complementing each other beautifully to create a truly delightful flavor profile.

Whether you’re hosting holiday gatherings or just want a comforting cocktail to enjoy on a chilly evening, the Bourbon Brown Sugar Old Fashioned is an excellent choice that’s sure to impress your guests and satisfy your taste buds.

Maple Old Fashioned

Maple Old Fashioned

Joining the ranks of seasonal cocktails that will warm your heart and soul, the Maple Old Fashioned is a delightful concoction perfect for the holiday season. With its rich and complex flavor profile, this sweet and boozy cocktail is sure to become a staple in any bourbon enthusiast’s repertoire. The combination of vanilla, caramel, maple, coffee, chocolate, dried fruit, and orange notes creates a smooth and silky texture that is both soothing and indulgent.

When sipped by the fire on a cold winter night, this liquid ambrosia will transport you to a world of warmth and comfort. If you’re an old fashioned aficionado, this cocktail is sure to become a new favorite, so be sure not to miss out on trying it.

Haunted Graveyard Halloween Cocktail

Haunted Graveyard Halloween Cocktail

Pull out your favorite bourbon and get ready to shake things up with the Haunted Graveyard Halloween Cocktail, a spooky yet warming concoction that’s sure to impress your holiday party guests. This sophisticated sipper combines the richness of bourbon with the subtle sweetness of maple syrup and the bold bitterness of bitters, all perfectly balanced by a hint of orange zest and the fragrant aroma of rosemary.

While adding a smoked rosemary garnish takes it to new heights in terms of drama and presentation, even without it, the cocktail still delivers a satisfying woodsy flavor thanks to the combination of ingredients shaken together in perfect harmony.

Citrus and Spice Kentucky Mule Cocktail

Citrus and Spice Kentucky Mule Cocktail

Taking the classic Moscow Mule to new heights, the Citrus and Spice Kentucky Mule Cocktail is an ideal choice for any holiday gathering. This innovative twist combines the smoothness of bourbon with the warmth of ginger, the zing of orange, and a hint of aromatic spices to create a truly unique and festive drink. The citrus and spice-infused simple syrup adds a delightful touch that will undoubtedly leave your guests in awe.

With its versatility, ease of preparation, and refreshing qualities, this cocktail is perfect for any occasion, making it an excellent addition to your repertoire. If you’re a bourbon enthusiast, this cocktail is an absolute must-try. Simply add it to your list and amaze your friends with this delectable and festive drink.

Gingered Bourbon-Apple Cider Cocktail

Gingered Bourbon-Apple Cider Cocktail

Sophisticated and savory, the Gingered Bourbon-Apple Cider Cocktail is an ideal beverage to serve at any autumnal gathering. A harmonious blend of bourbon, apple cider, and ginger ale or ginger beer creates a rich flavor profile, while a few dashes of cocktail bitters add depth and complexity. The addition of fresh squeezed lemon juice or a splash of orange juice provides a welcome acidity that cuts through the sweetness.

This versatile cocktail is perfect for those who appreciate a smooth finish with subtle hints of spice.

Apple Cider Old Fashioned

Apple Cider Old Fashioned

Pleasing the palate during the autumn months doesn’t have to break the bank or require extensive preparation. The Apple Cider Old Fashioned cocktail is an excellent option for those looking for a seasonal drink that’s both easy on the budget and simple to create.

This particular mix of bourbon and apple cider results in a deliciously sweet and spicy flavor, which pairs particularly well with roasted meats due to the caramel notes from the bourbon complementing the natural sweetness found in the meat as it caramelizes. For those seeking an accompanying dessert option, consider pairing the cocktail with apple shortcakes or apple spice cupcakes for a delightful combination of flavors.

With its straightforward preparation method and versatility in presentation – easily served over ice in a mixing glass – this fall-inspired cocktail is sure to become a new favorite among enthusiasts of autumnal libations.

Ginger Gold Rush Cocktail

Ginger Gold Rush Cocktail

Elevate your holiday celebrations with the Ginger Gold Rush Cocktail, a refreshing twist on the classic Gold Rush recipe. This delightful concoction requires only three simple ingredients: the bold flavor of bourbon, the tangy zing of lemon juice, and the warm, spicy kick of ginger liqueur. The combination of these flavors creates a smooth, well-balanced drink that is perfect for chilly fall evenings spent around a bonfire or cozied up at home.

As you shake up a glass of this Ginger Gold Rush Cocktail, the aroma of ginger and bourbon will fill the air, transporting you to a place of warmth and holiday cheer.

Bourbon Pecan Pie Cocktail

Bourbon Pecan Pie Cocktail

Welcoming the holiday season with a delicious twist on classic cocktails, the Bourbon Pecan Pie Cocktail is an excellent choice for your festive gatherings. Its unique blend of bourbon and vodka provides a delightful balance of flavors that will satisfy both sweet and strong palates. The essence of pecan pie is expertly captured in this cocktail, allowing you to enjoy the warm spices and nutty undertones without being overwhelmed by cloying sweetness.

As a finishing touch, a few pecans on top add a beautiful garnish, elevating the presentation of the drink to new heights. Whether served over ice or crafted into a martini glass, this Bourbon Pecan Pie Cocktail is sure to be the star of your holiday party.

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