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14 Cozy Bourbon Cocktails to Warm Up Your Autumn Evenings

As someone who mixes drinks for a living, I have a soft spot for Bourbon. This versatile whiskey forms the backbone of many classic cocktails and shines in our roundup of bourbon-based drinks. Perfect for fall, these recipes cover everything from the warmth of an Old Fashioned to the creativity of new mixes. I personally love how bourbon pairs with the season’s flavors, adding depth and warmth to each sip. This collection is a fantastic way to savor Bourbon’s rich character as the weather cools. Trust me, you’ll want to try these out.

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Pumpkin Old Fashioned

Pumpkin Old Fashioned

The pumpkin old-fashioned is a fall take on a bourbon classic. The pumpkin old-fashioned uses maple syrup as a sweetener instead of simple syrup and pumpkin spice for added fall flavor. The pumpkin old-fashioned is shaken with a scoop of pumpkin puree to get true pumpkin flavor, and garnished with a cinnamon stick and a cocktail cherry.


Maple Bacon Old Fashioned

maple bacon old fashioned

If you want to get into the fall spirit but you don’t like any of the especially sweet cocktails, consider a Maple Bacon Old Fashioned instead! The classic old fashioned recipe is tweaked, using maple syrup instead of sugar to sweeten the drink for a warmer fall flavor. A crispy bacon garnish completes the drink, adding some salty and savory flavors to the drink. Plus, you get to eat the bacon as you sip!


Cider and Maple Old Fashioned

Cider and Maple Old Fashioned
source: inspiredbycharm.com

The cider and maple old-fashioned is a fall take on a bourbon classic. The cider and maple old-fashioned swaps the simple syrup for maple syrup and the zest of the orange peel for apple cider. Garnished with a cinnamon stick this old-fashioned has a balanced bitter, sweet fall kick perfect for curling up next to the fire.


Autumn Apple Bourbon Cocktail

Autumn Apple Bourbon Cocktail
source: thefoodieandthefix.com

The autumn apple bourbon cocktail is a cinnamon syrup-infused bourbon cocktail mixed with apple cider. This bourbon cocktail has a sweet kick because of the cinnamon-infused simple syrup. The apple cider also sweetens the cocktail with a distinct fall flavor. Because this recipe requires specialty simple syrup, it can be cumbersome to produce in large batches.


Juicy Apple Bourbon Fall Cocktail

Juicy Apple Bourbon Fall Cocktail
source: redwinedragons.com

The juicy apple bourbon fall cocktail is fresh, sweet, and a little zesty. The sweetener used in this cocktail is the fall-appropriate choice: maple syrup. A lemon peel brightens the overall heft of this sweet and sleepy cocktail. And a dash of Honeycrisp apple juice as a mixer helps unify the cocktail’s flavor.


The Clove and Cider – A Bourbon Cocktail

The Clove and Cider - A Bourbon Cocktail
source: gastronomblog.com

The clove and cider is an apple cider forward bourbon cocktail that’s quick and simple to make. The sweetener for the clove and cider is made with cloves, sugar, and water. The base of the cocktail is apple cider with a hint of lemon juice. Top this cocktail with a smoked cinnamon stick to create your new fall favorite.


Rabbit Hole Bourbon “Fall Back” Cocktail

Rabbit Hole Bourbon cocktail 7
Source: bonappeteach.com

The aptly named Fall Back is a bourbon and apple-cider-based cocktail with a fall-forward flavor profile. This drink is sweetened with Gran Mariner and simple syrup, although maple syrup can be used as a festive alternative. A dash of lemon juice to balance the sweetness tickles the palette and a slice of apple (or cinnamon) tops the drink.


Cinnamon Maple Whiskey Sour

Cinnamon Maple Whiskey Sour
source: cookieandkate.com

The cinnamon maple whiskey sour is a simple fall classic. This drink features equal parts bourbon and lemon juice for a simple yet balanced flavor. Sweeten this drink to your liking by adjusting the amount of maple syrup included. This simple cocktail is finished with a pinch of cinnamon for a hint of fall flavor.


Apple Cider Bourbon Cocktail

Apple Cider Bourbon Cocktail
source: thehealthfulideas.com

The apple cider bourbon drink is a sweet take on an old-fashioned. The apple cider bourbon cocktail uses maple syrup as a sweetener instead of sugar and retains the orange bitters that give old-fashioned their zest. Apple cider vinegar and a pinch of cinnamon add the fall flavors to make this cocktail an Autumn classic.


Cozy Maple Pumpkin Bourbon Cocktail with Apple Cider

Cozy Maple Pumpkin Bourbon Cocktail with Apple Cider
source: thefitpeach.com

The cozy maple pumpkin bourbon cocktail with apple cider is special because it uses real pumpkin puree to flavor the drink. Alternatively, you can use pumpkin spice for a similar flavor and a more viscous texture. This drink is sweetened with cane sugar and maple syrup. Altogether this is a hearty cocktail made for one.


Fall-Spiced Old Fashioned Cocktail

Fall-Spiced Old Fashioned Cocktail
source: simplyrecipes.com

The fall-spiced old-fashioned cocktail is a spin on the classic old-fashioned. This cocktail recipe uses maple syrup instead of cane sugar as a sweetener to evoke the fall mood. Star anise, cinnamon, and vanilla bean are infused into the cocktail for a rich fall flavor that pairs nicely with a high-rye bourbon.


Cider-Bourbon Cocktail

Cider-Bourbon Cocktail
source: marthastewart.com

The cider-bourbon cocktail is a simple, seasonal favorite. The cider-bourbon cocktail uses apple cider as its primary mixer with a bit of lemon juice to brighten the flavor. This cocktail also includes fresh ginger for a zesty spice that pairs well with the fresh flavor of apple cider. Garnish this cocktail with a slice of apple for an instant classic.


The Cranberry Apple Hot Toddy

The Cranberry Apple Hot Toddy
source: vinepair.com

The cranberry apple hot toddy is a deliciously warm and fruity cocktail. This fall take on the classic bourbon hot toddy features cranberry and apple juice for a sweet kick and lemon juice and star anise for a little zest. Because it’s a hot toddy, this cocktail is sweetened with honey. 


Bourbon Sour

Bourbon Sour
source: foodrepublic.com

The bourbon sour is a fall minimalist’s dream. All of the fall aesthetic with minimal fuss. The bourbon sour is a classic sweetened with super fine grain sugar. An orange peel and a shot of lemon juice brighten the bourbon, making a relaxing and refreshing cocktail for the cool autumn months.


a fall bourbon drink by the fire

14 Fall Bourbon Cocktail Recipes

Prep Time: 5 minutes
Total Time: 5 minutes
4.7 from 3 votes
Course: Drinks
Cuisine: American
Keyword: fall bourbon cocktails
Servings: 1
Author: Paul Kushner
Cozy up with these fall bourbon cocktails all season long!

Instructions

  • Pick your favorite recipe
  • Gather all the needed ingredients
  • Prep your fall bourbon cocktail in less than 5 minutes
Tried this recipe?Leave a comment and let us know how it was!
14 Cozy Bourbon Cocktails to Warm Up Your Autumn Evenings
Please drink responsibly, be fully accountable with your alcohol consumption, and show others respect.

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Paul Kushner

Written by Paul Kushner

Founder and CEO of MyBartender. Graduated from Penn State University. He always had a deep interest in the restaurant and bar industry. His restaurant experience began in 1997 at the age of 14 as a bus boy. By the time he turned 17 he was serving tables, and by 19 he was bartending/bar managing 6-7 nights a week.

In 2012, after a decade and a half of learning all facets of the industry, Paul opened his first restaurant/bar. In 2015, a second location followed, the latter being featured on The Food Network’s Diners, Drive-Ins and Dives.

Follow them on LinkedIn, Instagram, Facebook, Youtube, Google Guide and MuckRack.

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An autumn-themed cocktail scene in a cozy, rustic setting. The cocktail is in the foreground, a crystal clear glass filled with a deep amber liquid, garnished with an orange slice and a cinnamon stick. Behind it, the background shows a wooden table with scattered autumn leaves in shades of red, orange, and yellow. A softly glowing candle nearby adds a warm, inviting ambiance. The scene is set near a window with a view of trees with autumn foliage, bathed in the golden light of a setting sun.

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