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Highway To Hell
Cocktail recipe

Rating

3.61 / 5

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Highway To Hell is a whiskey-spiked, dessert-leaning highball that drinks more like an adult milkshake than a spirit-forward classic. It... ... more

Highway To Hell is a whiskey-spiked, dessert-leaning highball that drinks more like an adult milkshake than a spirit-forward classic. It sits firmly in the creamy, chocolate cocktail family—built for comfort and indulgence rather than cocktail-history lore—so you’ll find the appeal is all about richness, sweetness, and a playful, after-dark vibe.

On the palate, whiskey brings a warming backbone that cuts through the dairy and keeps the drink from feeling one-note. Bailey’s layers in its signature creamy sweetness, melding seamlessly with the extra cream to create a thicker, silkier texture. Chocolate milk does the heavy lifting on flavour, giving you a smooth cocoa base that the Bailey’s amplifies, while the whiskey adds depth and a gentle bite that lingers after each sip.

Serve it when you want something easygoing and decadent—think movie nights, casual get-togethers, or as a sweet finish in place of dessert. If you like creamy liqueurs, chocolate-forward drinks, or you’re easing someone into whiskey with a softer landing, this is a crowd-pleasing choice in a highball glass.

Check out all our FAQ's on this cocktail
Base ingredient
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Whiskey
Calories
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370 calories
Garnish
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Cocktail cherry
Alcohol content
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8.88% | 2.22 units *

Highball glass

Ingredients

oz
ml
cl
Serves:
-
+
cocktail colin avatar

Cocktail Colin says:

4/5

Chocolate milk leads with a thick cocoa sweetness, rounded by Bailey’s creamy vanilla and a soft whiskey bite, while the extra cream pushes it into full milkshake territory. It works because the whiskey’s warmth keeps the dairy-and-chocolate richness from feeling flat, making it ideal for dessert drinkers and anyone who wants a gentle, boozy chocolate highball rather than a sharp sipper.

Method
How to make a Highway To Hell

Serves 1 · Takes 3 minutes
Whiskey 30ml, Bailey's 60ml, Cream 10ml, Chocolate milk 150ml
Add Jack Daniel’s, Baileys and chocolate milk to a cocktail shaker and shake well
Strain into a highball glass, allowing a few bits of ice to fall into the glass
Carefully float the cream on top, garnish with a cherry and serve

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Learn more about some of the mixology terms used in this cocktail

·  Shake  ·  Strain  ·  Highball  ·  Float  ·  Garnish  · 

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Comments

FAQ's

Preparation techniques icon

How do you properly shake the ingredients for the Highway To Hell cocktail?

To shake the Highway To Hell ingredients properly, start by adding ice to a cocktail shaker. Then, pour the Bailey's, whiskey, cream, and chocolate milk into the shaker. Secure the lid tightly and shake vigorously for about 10-15 seconds. This method ensures that all the ingredients are well-mixed and chilled, enhancing the cocktail's flavors and texture.

Serving suggestions icon

What is the best way to serve the Highway To Hell cocktail?

The best way to serve the Highway To Hell cocktail is in a chilled highball glass. Before pouring the shaken cocktail into the glass, it can be helpful to fill the glass with ice to keep the drink cold longer. Pour the cocktail over the ice, and optionally garnish with a light dusting of cocoa powder or a small chocolate shaving on top for an extra touch of elegance and flavor enhancement.

Ingredient substitutions icon

Can I substitute any ingredients in the Highway To Hell cocktail for a vegan version?

Yes, you can make a vegan version of the Highway To Hell cocktail by substituting Bailey's with a dairy-free Irish cream alternative and using a plant-based cream instead of dairy cream. There are several vegan chocolate milks available on the market that can replace the traditional chocolate milk. These substitutions allow you to enjoy a similar flavor profile while adhering to vegan dietary preferences.

Alcohol content comparison icon

How does the alcohol content in the Highway To Hell cocktail compare to a standard beer?

The Highway To Hell cocktail has an alcohol content of 8.88%. This is higher than most standard beers, which typically have an alcohol content ranging from about 4% to 6%. This means that consuming a glass of the Highway To Hell cocktail could be equivalent to drinking about one and a half to two standard beers, depending on the specific types of beer for comparison.

Food pairings icon

What are some good food pairings with the Highway To Hell cocktail?

The rich and creamy texture of the Highway To Hell cocktail, combined with its sweetness from Bailey's and chocolate, pairs well with light, savory appetizers such as cheese platters, especially with cheddar or gouda. It can also complement dessert items such as chocolate fondue or a classic tiramisu, enhancing the cocoa flavors in the drink. For a more adventurous pairing, try it with spicy nuts or a charcuterie board to contrast the cocktail’s sweetness.

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* US units estimated based on the standard alcohol content of the ingredients used and the proportions in the recipe. Please drink responsibly.
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Cocktail Colin

Cocktail Colin

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Cocktail Colin

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