Classic Bourbon Old Fashioned

The Classic Bourbon Old Fashioned is a simple, spirit-forward cocktail that highlights quality bourbon with just a touch of sugar and bitters. Smooth, balanced, and timeless, it’s the go-to aperitif for slow sipping or an elegant after-dinner drink.

0.0(0 reviews)
Prep: 5m · Cook: 0m · Total5 mins
DifficultyEasy
Serves4
Classic Bourbon Old Fashioned

Ingredient Spotlight

Angostura bitters

Angostura bitters is a concentrated aromatic bitter originally developed in the 19th century and long associated with Trinidad & Tobago; it’s a cocktail staple rather than a cooking seasoning. It tastes intensely bitter and spicy with notes of gentian, clove, cinnamon and other botanicals and is used in very small dashes to add depth and balance. You can find it at most liquor stores, well-stocked grocery stores, or online. A good substitute is another aromatic cocktail bitters (e.g., Fee Brothers) or, if necessary, a few dashes of Peychaud’s or a tiny pinch of bitter herb plus spice, though the exact flavor will differ.

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Ingredient Spotlight

Luxardo cherry

Luxardo cherries are high-quality Marasca cherries preserved in a thick, dark syrup made by the Italian Luxardo company and used as a premium cocktail garnish. They’re deeply sweet, tart and slightly bitter with a liqueur-like cherry flavor, very different from the bright red processed maraschino cherries. You can find them at liquor stores, specialty food shops, and online. Substitute with amarena cherries, brandied cherries, or homemade preserved dark cherries (simmered in simple syrup with a splash of maraschino liqueur or brandy) for a similar result.

Jake

Jake's note

"This recipe makes four perfectly balanced Old Fashioneds—ideal for a small gathering or to batch and serve one at a time. Home bartenders will appreciate the straightforward technique that produces consistent dilution and aroma."

Classic Bourbon Old Fashioned

The Classic Bourbon Old Fashioned is a celebration of restraint: just bourbon, a touch of sugar, and aromatic bitters, with orange oil lifting the whole drink. In this version I emphasize balance and texture — using large, slow-melting ice and a measured 20–30 second stir to achieve a silky mouthfeel that neither leaves the spirit hot nor waters it down. The small splash of water or a properly dissolved sugar cube is more than tradition; it rounds the edges of the bourbon and lets the Angostura sing without obscuring the whiskey's character.

This cocktail is for people who enjoy whiskey tasting as much as casual sipping — it rewards quality bourbon and a little technique. Make it with an 80–90 proof bourbon if you want the classic soft sweetness; step up to 100+ proof if you prefer a more robust, peppery backbone that the bitters will tame. Garnish matters: a quick twist of orange oil and an optional Luxardo cherry introduce a perfumed top note and a subtle tail of cherry-laced sweetness that finish each slow sip.

Plan your timing

6:50 pm6:51 pmCombine sugar, bitters and water
6:51 pm6:52 pmAdd bourbon and ice to chill
6:52 pm6:53 pmStir for proper dilution
6:53 pm6:54 pmPrepare serving glass and strain
6:54 pm6:55 pmExpress peel and garnish
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Ingredients

Yield
4

Instructions

Combine sugar, bitters and water

In a mixing glass or the serving rocks glass, add the simple syrup (or a muddled sugar cube), Angostura bitters, and a small splash of water. Stir or gently muddle just enough to dissolve the sugar and marry the flavors; this is the flavor base of the drink.

For this step

  • 1 ozSimple syrup (1:1) — or 4 sugar cubes total, see notes
  • 8 dashAngostura bitters
  • 2 tspWater (splash) to help dissolve sugar
Combine sugar, bitters and water

Add bourbon and ice to chill

Pour the measured bourbon into the mixing glass with the syrup/bitters mixture. Add large ice cubes to the mixing glass (or build in the rocks glass) so the spirit chills and begins to dilute properly.

For this step

  • 8 ozBourbon (80 proof recommended)
  • 4 cubeLarge ice cubes
Add bourbon and ice to chill

Stir for proper dilution

Stir gently but steadily for 20–30 seconds (about 15–20 full turns) using a bar spoon to achieve clear, even dilution and chill. Aim for a silky texture—too little stirring leaves it hot and too much over-dilutes the bourbon.
Stir for proper dilution

Prepare serving glass and strain

If you stirred in a mixing glass, place one fresh large ice cube in each rocks glass and strain the chilled cocktail over the ice. If you built the drink in the serving glass, simply leave the stirred contents on the ice.
Prepare serving glass and strain

Express peel and garnish

Hold an orange peel over the glass and give it a firm twist to express the oils onto the surface, then rub the rim with the peel and drop it in as garnish. Add a Luxardo cherry if desired; serve immediately and sip slowly to enjoy the balance of spirit, sugar and bitters.

For this step

  • 4 twistOrange peel (wide strips), for expressing oils and garnish
  • 4 cherryLuxardo cherry (optional), for garnish
Express peel and garnish

Tips from the kitchen

Use large ice cubes

Big, dense cubes melt slowly and control dilution so the bourbon chills without becoming watery; aim for one large cube per glass.

Measure your bourbon

A spirit-forward drink benefits from consistency, so pour with a jigger (about 2 ounces per serving) to maintain balance drink after drink.

Dissolve sugar first

If using a cube, gently muddle it with bitters and the splash of water until smooth so no grit remains and flavors harmonize.

Stir for texture

Stir 20–30 seconds with a bar spoon to achieve clear, even chilling and proper dilution; avoid rapid agitation or shaking.

Express the orange peel

Give a firm twist over the glass and rub the rim with the peel to deposit essential oils on the surface for immediate aroma.

Variations & substitutions

Rye Old Fashioned

Swap bourbon for rye whiskey to introduce a spicier, grain-forward profile that pairs beautifully with the Angostura bitters.

Maple Syrup Swap

Replace simple syrup with equal parts pure maple syrup for a richer, autumnal sweetness that complements oaked bourbons.

Smoked Orange Twist

Lightly torch the orange peel or smoke the glass with a cloche for a savory, campfire edge that deepens the cocktail's aroma.

Low-Sugar Version

Cut the simple syrup to ¾ teaspoon per serving or use a sugar-free cordial to preserve spirit-forward character while lowering sweetness.

Storage & make-ahead

An Old Fashioned is best enjoyed immediately; ice and aromatic oils change the experience over time. If you batch the cocktail for later service, store the mixture (bourbon, bitters, and sweetener) in an airtight bottle refrigerated and add ice and peel just before serving — it will keep well for 48–72 hours. Do not store with ice in the bottle, and there is no reheating needed.

What to serve with it

Serve on a heavy-bottomed rocks glass with one large ice cube and the expressed orange peel resting on top; a Luxardo cherry can be added to taste. Pair with salty snacks like roasted almonds, blue cheese-studded crackers, or a small charcuterie board; for dessert service try a wedge of pecan pie or dark chocolate to echo the bourbon's caramel and oak notes.

Frequently asked questions

Can I substitute simple syrup with sugar cubes?

Yes—use one sugar cube per serving and muddle it with bitters and a splash of water until fully dissolved; it gives a slightly textured sweetness but achieves the same balance.

Why stir instead of shake?

Stirring chills and dilutes the spirit without introducing air bubbles or breaking the silky mouthfeel; shaking aerates and dilutes too quickly, altering texture and clarity.

What proof bourbon should I use?

80–90 proof bourbons give the classic soft, sweet profile, while higher proofs (95–110) deliver more intensity and structure; adjust the sugar to taste with higher-proof spirits.

How important is the orange peel?

Very—expressed orange oils provide the cocktail's bright top note and aromatic lift, and rubbing the rim with the peel ties the scent to each sip.

Can I make this in a large batch?

Yes, multiply the recipe (keeping the bourbon to sweetener ratio) and mix ahead, then refrigerate in a sealed bottle and add ice and peels when serving to preserve freshness.

Are Luxardo cherries necessary?

No, they are optional but they add a concentrated, slightly bitter cherry note that complements the bourbon; a good-quality cocktail cherry is preferable to overly syrupy supermarket varieties.

Jake

About the author

Jake

Hello, I'm Jake. I started this recipe site with the idea that I hated recipe websites that overwhelm you with long stories and ads just to see plain content that's not helpful. My goal is to provide you with quality recipes, simple ideas and a fun cooking experience. There's lots of fun things to cook, and I think as you browse the site you'll find that TopShelf.Recipes is the place for quality recipes on the web.

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Ingredients

4 servings
Step 1: Combine sugar, bitters and water
  • Simple syrup (1:1) — or 4 sugar cubes total, see notes1 oz
  • 🛒 BuyAngostura bitters8 dash
  • Water (splash) to help dissolve sugar2 tsp
Step 2: Add bourbon and ice to chill
  • Bourbon (80 proof recommended)8 oz
  • Large ice cubes4 cube
Step 5: Express peel and garnish
  • Orange peel (wide strips), for expressing oils and garnish4 twist
  • Luxardo cherry (optional), for garnish4 cherry

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Nutrition Facts

Per serving: 1 cocktail (70g)

Calories143
Total Fat0g
Saturated Fat0g
Trans Fat0g
Polyunsaturated Fat0g
Monounsaturated Fat0g
Total Carbohydrates1g
Dietary Fiber0.1g
Total Sugars0.2g
Protein0.2g

Nutrition values are estimated from USDA ingredient data and may vary based on preparation, brands, and portion sizes. Values are provided for informational purposes only.

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Classic Bourbon Old Fashioned

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