Paul Kushner
Winter whiskey cocktails are the perfect way to warm up during the colder months. These drinks bring together the deep, smooth flavor of whiskey with seasonal ingredients like cinnamon, apple, cranberry, and maple. Whether you enjoy your whiskey sweet, spiced, or citrusy, there’s a cocktail to match every mood and occasion. From cozy classics served by the fire to sparkling creations made for festive gatherings, each one offers a comforting balance of flavor and warmth. Easy to make and always satisfying, winter whiskey cocktails are a delicious way to celebrate the season and share good cheer with friends.
Cranberry Whiskey Sour
The Cranberry Whiskey Sour is a cozy and festive drink that brings a winter twist to the classic whiskey sour. It combines smooth whiskey with the tart flavor of cranberry juice and the bright freshness of lemon for a drink that’s both bold and refreshing.
The balance of sweet, sour, and slightly fruity notes makes it perfect for the holiday season. Garnished with fresh cranberries or a slice of lemon, it looks as inviting as it tastes. Simple to make and full of seasonal flavor, the Cranberry Whiskey Sour is an ideal choice for winter parties or relaxing nights at home.
Apple Cinnamon Whiskey Smash
The Apple Cinnamon Whiskey Smash is a warm and inviting drink that captures the comfort of the winter season. It blends the smooth richness of whiskey with the natural sweetness of apple cider and the gentle spice of cinnamon for a flavor that feels cozy and familiar.
Fresh apple slices and a touch of mint add a refreshing note that keeps the drink balanced and bright. Each sip offers a mix of warmth and freshness, making it perfect for cold evenings or festive gatherings. This simple yet flavorful cocktail is a wonderful choice for sharing during the holiday season.
Pine Old Fashioned
The Pine Old Fashioned is a refreshing and aromatic twist on the classic cocktail, perfect for cozy winter nights. It features a pine-infused simple syrup that adds a light, woodsy flavor, blending beautifully with the smooth richness of whiskey.
The subtle pine notes bring a touch of the outdoors to your glass, creating a drink that feels both rustic and refined. A dash of bitters and a hint of citrus help balance the flavors, making each sip complex yet refreshing. Ideal for relaxing by the fire or serving at a holiday gathering, the Pine Old Fashioned is winter in a glass.
Tipsy Santa
The Tipsy Santa Cocktail is a cheerful holiday drink that blends the cozy warmth of whiskey with bright seasonal flavors. Fresh cranberry juice adds a tart kick, while orange juice brings a sweet citrus note that balances the drink perfectly.
Served over ice and garnished with sprigs of rosemary, fresh cranberries, and a colorful orange wheel, it looks as festive as it tastes. This cocktail is easy to prepare yet impressive enough for any holiday table. The Tipsy Santa is a perfect choice for Christmas parties, family gatherings, or simply enjoying a glass of holiday cheer at home.
Winter Spice Old Fashioned
The Winter Spice Old Fashioned is a cozy cocktail that brings warmth and depth to cold evenings. This festive version of the classic drink uses bourbon as its base, paired with Cynar for a bittersweet edge and spiced simple syrup for seasonal flavor.
Notes of cinnamon, clove, and ginger give it a taste that feels reminiscent of gingerbread, making each sip both rich and comforting. Finished with a garnish of star anise, it offers an inviting aroma that adds to its charm. The Winter Spice Old Fashioned is the perfect drink to enjoy by the fire during the holiday season.
Fireball Eggnog
The Fireball Eggnog is a holiday cocktail that takes classic eggnog and gives it a bold twist with the heat of cinnamon whiskey. Creamy and smooth, this drink blends the spicy warmth of Fireball with the soft vanilla notes of vodka, creating a mix that feels both comforting and exciting.
A cinnamon sugar rim adds sweetness and a little extra spice, making each sip even more festive. Rich and flavorful, this cocktail is perfect for Christmas parties, family gatherings, or cozy winter nights. The Fireball Eggnog is an easy way to bring cheer and warmth to your holiday celebrations.
Caramel Apple Whiskey Sour
The Caramel Apple Whiskey Sour is a holiday cocktail that blends seasonal flavors into one cozy drink. It starts with a smooth whiskey base, giving it warmth and depth, then adds the sweet richness of caramel and the crisp taste of apple cider.
Shaken until frothy, it delivers a balance of sweet and tart that feels perfect for chilly nights. A caramel-rimmed glass not only enhances the flavor but also gives the drink a festive look that stands out on any holiday table. The Caramel Apple Whiskey Sour is a fun, flavorful choice for gatherings or quiet winter evenings.
Santa’s Whiskey Flip
Santa’s Whiskey Flip is a holiday cocktail that brings comfort and warmth to cold winter nights. Made with cinnamon-infused bourbon and a splash of amaretto, it has a smooth flavor that feels both rich and inviting. The creamy texture gives it a classic flip style, while the spice from the bourbon adds a cozy kick that makes it perfect for the season.
A light dusting of nutmeg on top not only adds aroma but also completes the festive look. Whether enjoyed by the fire or served at a holiday gathering, Santa’s Whiskey Flip is a cheerful drink full of flavor.
Eggnog
Eggnog is one of the most beloved traditions of the holiday season, a creamy drink that instantly brings a sense of comfort and cheer. Thick, rich, and sweet, it is often flavored with warm spices like nutmeg or cinnamon, making it taste just like the holidays in a glass.
Eggnog has been enjoyed for centuries at festive gatherings, and it continues to be a favorite choice for Christmas parties and cozy winter nights. Whether served plain or with a splash of whiskey, rum, or brandy, this classic drink is more than just a cocktail it is a holiday celebration itself.
Irish Coffee
Irish Coffee is a classic drink that brings together the rich taste of coffee and the smooth warmth of Irish whiskey. Served hot, it starts with freshly brewed coffee sweetened with a touch of brown sugar, then balanced by the bold kick of whiskey.
A layer of lightly whipped heavy cream floats on top, giving the drink a silky finish that makes every sip feel special. This cocktail is perfect for cozy nights, chilly mornings, or as a comforting treat after a long day. Easy to prepare yet full of flavor, Irish Coffee is a timeless favorite worth enjoying.
Naughty but Nice Christmas Cocktail
The Naughty but Nice Christmas Cocktail is a cheerful holiday drink that blends bold flavor with seasonal charm. Built on a base of rye whiskey, it carries a spicy warmth that pairs perfectly with the sweetness of fresh orange juice and the tart kick of cranberry.
Ginger syrup adds an extra layer of spice that makes the drink lively and bright, while a splash of club soda gives it a refreshing sparkle. Colorful and full of flavor, this cocktail is a perfect choice for Christmas parties, family gatherings, or cozy nights when you want something festive in your glass.
Winter Sazerac
The Winter Sazerac is a seasonal twist on the famous New Orleans cocktail, bringing warmth and spice to cold winter nights. This version uses nutmeg-infused whiskey, which adds a cozy flavor that blends beautifully with the richness of Cognac.
A dash of bitters deepens the taste, while a touch of absinthe provides a subtle herbal note that makes the drink distinctive. Smooth yet bold, the Winter Sazerac offers a balance of warmth, spice, and complexity that feels perfect for the holiday season. Whether served at a festive gathering or enjoyed by the fire, it is a drink full of character.
Maple Apple Toddy
The Maple Apple Toddy is a warm cocktail that brings comfort and flavor to chilly autumn and winter nights. This seasonal drink combines the rich sweetness of maple syrup with the smooth, mellow warmth of bourbon, creating a base that feels both hearty and inviting.
Fresh apple adds natural crispness, while spices like nutmeg and cinnamon give it that classic cozy flavor we all associate with fall. Served hot, it is soothing, aromatic, and easy to prepare, making it a perfect choice for evenings by the fire or for sharing with friends during festive gatherings.
Caramel Irish Coffee
The Caramel Irish Coffee is a sweet and comforting twist on the traditional Irish coffee, making it perfect for chilly nights or holiday gatherings. This version combines the smooth warmth of Irish whiskey with the creamy richness of Irish cream liqueur and the buttery sweetness of butterscotch schnapps.
Freshly brewed hot coffee ties everything together, creating a drink that is rich, flavorful, and inviting. Topped with a swirl of whipped cream and a drizzle of caramel syrup, it looks just as good as it tastes. The Caramel Irish Coffee is a cozy treat that feels both festive and satisfying.
Salted Caramel Manhattan
The Salted Caramel Manhattan is a modern twist on the timeless Manhattan, offering a balance of bold whiskey flavor with sweet and salty notes. This cocktail starts with the smooth strength of whiskey, which is then blended with rich caramel sauce and just a touch of salt for depth.
Sweet vermouth and a few drops of bitters round out the drink, keeping the flavors balanced and refined. Served in a chilled glass, it feels both classic and new at the same time. The Salted Caramel Manhattan is perfect for holiday gatherings, after-dinner drinks, or cozy evenings at home.
Crown Apple Crème Martini
The Crown Apple Crème Martini is a rich and flavorful cocktail that blends the crisp taste of Crown Royal Regal Apple Whisky with smooth, creamy ingredients. Vanilla vodka and Irish cream bring a silky texture, while caramel syrup adds sweetness that ties the flavors together.
This martini is perfect for fall gatherings, holiday parties, or any occasion when you want a dessert-inspired drink that feels special. Topped with a drizzle of caramel and a fresh apple slice, it not only tastes delicious but also looks impressive in the glass. The Crown Apple Crème Martini is a true seasonal treat.
Apple Pie on the Rocks
Apple Pie on the Rocks is a cozy, autumn-inspired cocktail that transforms dessert flavors into a refreshing chilled drink. By combining the bold spice of Fireball whiskey with the smooth sweetness of vanilla vodka, this cocktail captures the character of baked apple pie in liquid form.
Fresh apple juice ties everything together, while a pinch of cinnamon deepens the warmth. The brown sugar rim adds a caramelized note, and a cinnamon stick garnish brings both aroma and presentation. Served over ice, it’s simple to make yet delivers a comforting balance of sweet and spiced flavors.
Whiskey Crème Brûlée
The Whiskey Crème Brûlée is rich, smooth, and inspired by the classic dessert. Whiskey and Baileys give it warmth and creaminess, while lime juice and simple syrup keep it from feeling too heavy. The egg gives it a thick, almost custard-like texture when shaken properly.
Topped with a thin layer of sugar that’s torched until golden, it adds a crisp finish that cracks with each sip. It’s indulgent in flavor, but still easy to make and a fun one to serve when you want something different.
Apple Whiskey Tonic
The Apple Whiskey Tonic is a crisp and aromatic cocktail that perfectly blends smooth warmth with refreshing effervescence. Apple whiskey delivers a rich, spiced depth that pairs beautifully with the natural sweetness of apple juice, creating a comforting base with hints of orchard-fresh flavor.
A generous splash of tonic water adds a sparkling, bitter edge that keeps the drink light and balanced. Garnished with a fragrant cinnamon stick and a sprig of rosemary, this cocktail is a sensory experience inviting in both aroma and taste. It’s an ideal sipper for autumn evenings, cozy gatherings, or any time you want a drink that feels both refreshing and seasonal.
Pomegranate Whiskey Sour
The Pomegranate Whiskey Sour is a bold, fruit-forward twist on the classic. It blends the deep, slightly tart flavor of pomegranate with the warmth of whiskey and the bright kick of lemon juice. A touch of simple syrup helps smooth it out, making each sip balanced and easygoing.
The pomegranate adds rich color and a modern feel, while still keeping that familiar sour base. It’s great shaken and served over ice, with a lemon twist or a few pomegranate seeds for a clean finish. The Pomegranate Whiskey Sour is simple, refreshing, and perfect for slow sipping any time of year.
Vanilla Cinnamon Old Fashioned
The Vanilla Cinnamon Old Fashioned is a cozy twist on the classic cocktail, bringing warm holiday flavor to every sip. It keeps the smooth taste of bourbon front and center, but adds simple syrup, a touch of vanilla, and a hint of cinnamon to give it a soft sweetness that feels perfect for the season.
The orange wedge adds brightness and a gentle citrus note that lifts the drink without overpowering it. With its mix of spice, sweetness, and rich bourbon, this cocktail feels calm and comforting. It’s a great choice for slow winter evenings, family gatherings, or holiday celebrations where you want something simple and soothing.
Cranberry Orange Whiskey Punch
The Cranberry Orange Whiskey Punch is a bright and spirited holiday drink that brings together sweet fruit, bold whiskey, and a touch of warmth. The mix of whiskey and brandy adds depth, while the blend of cranberry, orange, and lemon juices creates a light, refreshing balance that feels perfect for the season.
A bit of simple syrup ties everything together with gentle sweetness. Served over ice and topped with fresh cranberries and an orange slice, it looks colorful and cheerful in the glass. This punch is easy to make, smooth to sip, and a great choice for holiday gatherings, family dinners, or cozy evenings at home.
Mistletoe Manhattan
The Mistletoe Manhattan is a festive twist on the timeless classic, bringing warm whiskey flavors together with bright holiday notes. The mix of maraschino cherry juice, cranberry juice, and sweet vermouth adds gentle sweetness and a touch of tart fruit that fits the season without overpowering the drink.
A couple dashes of bitters help tie everything together, giving the cocktail a smooth and balanced finish. Poured into a chilled glass and topped with a cherry, a few cranberries, and a sprig of rosemary, it looks cheerful and inviting. This holiday Manhattan is simple to make, easy to enjoy, and perfect for cozy evenings or festive gatherings.
Maple Whiskey Sour
The Maple Whiskey Sour is a rich, frothy take on the classic sour that replaces simple syrup with maple syrup for an earthy sweetness. Whiskey provides a bold foundation, balanced by the tart brightness of lemon juice. Angostura bitters add subtle spice, while the optional egg white creates a silky texture and creamy head.
This cocktail is equal parts comforting and refreshing, making it a perfect choice for fall gatherings, holiday celebrations, or any evening when you want a smooth, full-flavored drink. Simple to prepare yet layered in taste, it’s a seasonal upgrade to a timeless cocktail.
Maple Ginger Hot Toddy
The Maple Ginger Hot Toddy is a warm, comforting cocktail perfect for chilly nights. Whiskey provides a bold foundation, balanced by the natural sweetness of maple syrup. Fresh ginger adds a gentle spice, while star anise and cinnamon bring depth and warmth.
A tea bag infuses soothing herbal notes, and a splash of lemon juice brightens the finish. Served steaming in a mug, this cocktail is ideal for cozy evenings, winding down after a long day, or offering as a soothing nightcap. It’s a seasonal twist on the traditional hot toddy, both aromatic and flavorful.
Maple Leaf
The Maple Leaf Cocktail is a classic drink that highlights the comforting flavors of Canada in every sip. Made with the smooth richness of Canadian whisky, it has a warm base that pairs beautifully with the tangy brightness of fresh lemon juice.
A touch of pure maple syrup adds natural sweetness and depth, creating a balance of flavors that is simple yet satisfying. This cocktail feels both refreshing and cozy, making it a versatile choice for gatherings, dinners, or quiet evenings at home. The Maple Leaf is a flavorful tribute to Canadian tradition and a drink worth enjoying year-round.
Bourbon Milk Punch
The Bourbon Milk Punch is a classic cocktail that has been enjoyed for generations, known for its smooth, comforting flavor and timeless appeal. This drink blends the bold warmth of bourbon with the creaminess of milk and a touch of vanilla, creating a rich flavor that feels both cozy and inviting.
A splash of simple syrup adds just the right amount of sweetness, while a sprinkle of nutmeg on top gives it a festive finish. Perfect for brunch, holiday celebrations, or as an after-dinner treat, the Bourbon Milk Punch is a versatile cocktail that balances creamy comfort with bourbon strength.
Old Pulteney Salted Rob Roy
The Old Pulteney Salted Rob Roy is a refined winter cocktail that adds a coastal twist to the classic Rob Roy. Made with Old Pulteney 12 Year Old, this drink captures the whisky’s smooth, maritime character with a touch of sea salt that enhances its depth and flavor.
Sweet vermouth adds richness, while a hint of Maraschino liqueur brings gentle sweetness and balance. The result is a drink that’s warm, savory, and just a little unexpected. Perfect for chilly evenings or holiday gatherings, the Old Pulteney Salted Rob Roy is a sophisticated choice for whisky lovers during the winter season.
Coffee Boulevardier
The Coffee Boulevardier is a bold and flavorful twist on the classic Boulevardier, bringing an extra layer of richness with the addition of coffee liqueur. The deep, roasted notes of coffee pair beautifully with the smoky character of Scotch, creating a warm and complex base.
Campari adds its signature bitter edge, while dry vermouth softens the drink with subtle herbal and slightly sweet undertones. This combination results in a layered, spirit-forward cocktail that is both robust and smooth. Perfect for slow sipping, the Coffee Boulevardier is especially well-suited for cooler evenings or moments when you want something bold and memorable.
