Sleepy Hollow cocktail
Be the first to rate this recipe!
Bourbon Halloween

Sleepy Hollow

A Pomegranate Bourbon Sour to keep the Headless Horseman at bay. Happy Halloween!

Jump to Recipe

Sleepy Hollow

This post may contain affiliate links, please see our privacy policy for details.

I’m calling this the signature cocktail of the town of Sleepy Hollow. This Pomegranate Bourbon Sour is essentially what we’re serving to keep the Headless Horseman happy, and let me tell you, the flavors are everything you need and more for a Halloween Cocktail.

Watch Me Make It

How to Make a Sleepy Hollow

  1. Add bourbon, amaro, pomegranate juice, lemon juice, syrup, and bitters to a cocktail shaker with ice and shake.
  2. Double strain into a chilled glass.
  3. Garnish with a smoked sage leaf.

How to Make Blackberry Sage Cinnamon Syrup

Making this flavored homemade simple syrup is so easy and so worth it! You can use it in tons of other fall cocktails or drizzle it on pancakes, yogurt, ice cream, and oatmeal.

Add 1 cup water + 1 cup granulated (or brown) sugar + 1 cup blackberries + 6-8 sage leaves + 1 cinnamon stick to a medium saucepan over medium heat, stir until the sugar dissolves, and let simmer for 8-10 minutes. Remove from heat and let it cool completely. Once cooled, strain through a fine mesh sieve, making sure to really press all the liquid out. Store in the fridge for up to 4 weeks. Keep the blackberries left over in the strainer as a sort of jam for ice cream and breakfast treats!

You can also use this exact syrup in my Black Widow Smash cocktail!

sleepy hollow cocktail

Sleepy Hollow Ingredients

Bourbon

Bourbon is a type of whiskey that’s only made in the US. It has slightly sweet vanilla, caramel, oaky notes. Any kind of whiskey works in this recipe. Check out my Whiskey collection recommendations!

Amaro Nonino

Amaro Nonino is a bitter Italian herbal liqueur made from aged grappa (brandy distilled from fermented grape residue) and a wintery blend of herbs, spices, and roots. Nonino has a sort of allspice and orange peel flavor, making it the perfect holiday addition to the liquor cabinet.

Pomegranate and Lemon Juices

You can buy unsweetened pomegranate juice, but I recommend juicing your lemons fresh!

Angostura Bitters

A concentrated flavoring of herbs and botanicals, mostly used for cocktails. You could use orange or lemon bitters as well.

sleep hollow cocktail

Tips for Making a Sleepy Hollow

  • Make sure to get 100% pomegranate juice, not blends with other fruits or juices that have added sugar.
  • Making your own flavored simple syrup really is the way to go here. It’s really easy and you can use the extra syrup in other cocktails and on ice cream, oatmeal, yogurt, pancakes, etc.
  • Shake the ingredients in a cocktail shaker until the outside gets nice and frosty. You want all the ingredients to get really cold.
  • Smoke your cocktail glass before adding the ingredients. Smoke a sage leaf and cover with the overturned glass and set aside while making the cocktail.
smoked sage leaf glass for sleepy hollow cocktail
sleepy hollow
Be the first to rate this recipe!
Sleep Hollow
Time to make: 5 minutes
A Pomegranate Bourbon Sour to keep the Headless Horseman at bay. Happy Halloween!
Print Recipe
Servings 1
Ingredients
Instructions
  • Add all ingredients to a cocktail shaker with ice and shake.
  • Double strain into your chilled glass.
  • Garnish with a smoking sage leaf.

Get New Recipes

Enter your email address to get our newest recipes sent straight to your inbox twice a month!

Xoxo, cheers!

Leave a comment

Your email address will not be published. Required fields are marked *

Recipe Rating