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12 Old Fashioned Cocktails Perfect for the Holiday Season

The Old Fashioned isn’t seasonal because it tries to be—it’s seasonal because it adapts. In winter, it absorbs warmth, spice, fruit, and richness without losing its identity. These variations show why one cocktail can carry an entire season.

The Original Old Fashioned

Classic Old Fashioned

Before variations, there is the blueprint. Whiskey, sugar, bitters, and citrus—nothing more, nothing less. The original Old Fashioned remains the standard because it’s balanced, adaptable, and endlessly reliable, especially during the indulgent weeks of winter.

Old Fashioned
The classic of classic cocktails, the most ordered cocktail in the world, so simple and so easy – the Old Fashioned can be made with almost any dark spirit now, but the classic old fashioned recipe is made with bourbon, so bourbon it is
Check out this recipe
Classic Old Fashioned

Baked Apple Old Fashioned

Apples feel inevitable in December, and this version leans into that logic fully. Warm, softly spiced, and familiar without tipping into sweetness, it’s the kind of drink that works whether you’re hosting or winding down alone.

Baked Apple Cider Old Fashioned
A Baked Apple Old Fashioned made with bourbon, apple syrup, and bitters—warm, familiar, and easy to enjoy all winter.
Check out this recipe
Baked Apple Old Fashioned

Spiced Apple Cider Old Fashioned

This is the Old Fashioned at its most comforting. Reduced cider brings depth rather than sugar, making the drink feel slow and grounding—perfect for cold nights when you want something reassuring, not flashy.

Spiced Apple Cider Old Fashioned
Learn how to make a Spiced Apple Cider Old Fashioned with reduced apple cider, bourbon, and warm fall spices. A cozy, easy cocktail perfect for autumn.
Check out this recipe
Apple Cider Old Fashioned

Brown Butter Old Fashioned

Brown butter adds a savory, almost culinary layer that makes this feel richer than it looks. It’s indulgent without being heavy, and it turns a classic cocktail into something that feels quietly luxurious.

Brown Butter Old Fashioned
A Brown Butter Old Fashioned with bourbon, brown sugar syrup, and bitters—rich, nutty, and perfect for slow evenings.
Check out this recipe
Brown Butter Old Fashioned

Coffee & Brown Sugar Old Fashioned

This version pushes the Old Fashioned into after-dinner territory. Coffee bitterness and molasses-like sweetness make it ideal for late evenings, when dessert feels optional but a final drink does not.

Coffee & Brown Sugar Old Fashioned
A Coffee & Brown Sugar Old Fashioned with bourbon and cold brew—rich, warming, and perfect for winter evenings
Check out this recipe
Coffee Old Fashioned 1

Salted Honey Old Fashioned

Honey softens the drink’s edges, while salt keeps it grounded. The result is rounded, balanced, and subtle—proof that sweetness doesn’t have to shout to be effective.

Salted Honey Old Fashioned
A Salted Honey Old Fashioned made with bourbon, honey syrup, and a pinch of salt – smooth, balanced, and easy to enjoy year-round.
Check out this recipe
salted honey old fashioned

Ginger Molasses Old Fashioned

Dark, spiced, and unapologetically wintry, this is a colder-weather pour through and through. Ginger adds lift, molasses adds depth, and together they make the Old Fashioned feel built for long nights.

Ginger Molasses Old Fashioned
A warm, spicy Ginger Molasses Old Fashioned perfect for holiday gatherings, featuring bourbon, ginger syrup, and rich molasses.
Check out this recipe
Ginger Molasses Old Fashioned

Orange Peel Old Fashioned

Citrus in winter is less about freshness and more about aroma. This version leans into the oils and bitterness of orange peel, keeping the drink classic while making it feel seasonally right.

Orange Peel Old Fashioned
A classic Orange Peel Old Fashioned made with bourbon, sugar, bitters, and fresh orange oil—simple, balanced, and timeless.
Check out this recipe
Classic Old Fashioned

Vanilla Orange Old Fashioned

Vanilla warms everything it touches, and here it softens the brightness of orange into something rounder and calmer. It’s familiar, aromatic, and easy to return to again and again.

Vanilla Orange Old Fashioned Recipe
A Vanilla Orange Old Fashioned with bourbon, vanilla syrup, and orange peel—smooth, simple, and easy to love year-round.
Check out this recipe
Vanilla Orange Old Fashioned

Cinnamon Toast Old Fashioned

Playful without being gimmicky, this variation taps directly into comfort and nostalgia. It’s proof that the Old Fashioned can have a sense of humor and still feel grown-up.

Cinnamon Toast Old Fashioned
A Cinnamon Toast Old Fashioned with bourbon and cinnamon syrup—warm, familiar, and easy to drink on cool nights.
Check out this recipe
cinnamon toast old fashioned

Sugar Plum Old Fashioned

Inspired by the flavors that dominate December itself, this drink feels festive without becoming novelty-driven. It’s elegant, seasonal, and especially fitting during the final stretch before Christmas.

Sugar Plum Old Fashioned
A festive bourbon cocktail made with spiced plum syrup—perfect for winter nights, holiday parties, and Nutcracker-inspired celebrations.
Check out this recipe
plum

The New Fashioned

This is where tradition gets a gentle nudge forward. The structure remains intact, but the details evolve—showing that even the most classic cocktail still has room to grow.

New Fashioned
The New Riff New Fashioned reimagines the classic Old Fashioned with the distillery’s bold, high-rye bourbon, a touch of demerara syrup, and a blend of aromatic and orange bitters. It’s richer, spicier, and brighter than the traditional version, offering a modern, more assertive take that still respects the original structure.
Check out this recipe
New Fashioned

One Cocktail, Endless Winter

Taken together, these drinks aren’t about reinvention. They’re about restraint—letting the Old Fashioned carry winter flavors naturally. When everything else feels excessive, this is the cocktail that stays steady.

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