Bourbon is a fantastic and possibly underrated liquor in my opinion. It’s sweet with notes of caramel and vanilla. It also pairs wonderfully with so many fall flavors.  There are a few major ingredients that come to mind when I think about fall. Apple cider, maple syrup, cinnamon, and pumpkin are just some of my favorites.   You’ll be shaking up these fall bourbon cocktails long after Christmas music starts filling the stores. 

1. Bourbon and Apple Cider Cocktail 

This easy bourbon and apple cider cocktail is the ideal fall cocktail.  Apple cider is both sweet and tart with a robust apple flavor. It’s a lovely combination with the sweet flavors of bourbon.  The spicy ginger beer adds a pleasant kick that keeps this drink from being overly fruity. This cocktail is easily loved by all. You’ll want to make it all season long. 

2. Juicy Apple Bourbon Fall Cocktail 

Juicy apple bourbon cocktails will soon be taking over your parties this fall.  Sweet honeycrisp apples are what make this beverage so fantastic. Add some maple syrup for sweetness and a hint of maple flavor.  A little bit of lemon juice will add some brightness to this fantastic cocktail. You’ll to love everything about this apple bourbon drink. 

3. Apple Cider Old-Fashioned 

A classic reimagined, this apple cider old-fashioned is incredible.  You only need a few ingredients to make this wonderful fall-inspired old-fashioned. You start with apple cider and bourbon. A sweet-tart combination that works perfectly.  Add a dash of maple syrup and a couple of drops of aromatic bitters. You’ll sip on these until Christmas. 

4. Chili Cinnamon Bourbon Hot Toddy

The hot toddy is becoming more popular in recent years. It’s a great way to cozy up or give you a boost when fighting off a cold.  This hot bourbon cocktail has cinnamon and chili-infused maple syrup. It’s so good, you have to try it for yourself.  Add bourbon, hot water, and lemon to your maple syrup. You’ll soon be ready to kick back and get nice and comfy. 

5. Autumn Apple Bourbon Cocktail

This autumn apple bourbon cocktail is described as fall-in-a-glass. It’s super scrumptious.  Make a cinnamon simple syrup by boiling some sugar, water, and cinnamon. You can even make extra and keep it on hand.  Add apple cider, lemon juice, cinnamon syrup, bourbon, and bitters. That’s it! If you’re planning a fall wedding, this would be a fantastic signature cocktail. 

6. Cinnamon Maple Whiskey Sour 

Whiskey sours are another classic that you’ll fall in love with. The cinnamon maple twist takes it to a whole new level.  It’s nearly identical to a sour but with maple syrup for flavor and sweetness. A pinch of cinnamon adds warmth and makes it even more perfect for fall.  You’ll be shocked at how good this 4-ingredient cocktail really is. 

7. Maple Pumpkin Bourbon Cocktail with Apple Cider 

This cocktail has all of your favorite fall flavors in one glass. Sweet maple syrup adds body and flavor to the drink. Apple cider is tart and fruity and keeps the drink super refreshing.  Real pumpkin adds richness and lots of color! The bourbon is sweet and works incredibly well with each of these flavors. 

8. Classic Bourbon Manhattan Cocktail 

Are Manhattans your go-to when you’re out at a bar? This fall cocktail will be your seasonal favorite.  This cocktail only has three ingredients and they’re all home bar staples. Just grab bourbon, sweet vermouth, and angostura bitters.  Shake them all together for one simple and sophisticated cocktail. Garnish it with a cherry and orange peel for color and start sipping!

9. Pumpkin Old-Fashioned Cocktail 

If pumpkin pie is your favorite dessert, try this pumpkin old-fashioned. It’s the ideal complement to all of your fall meals.  This cocktail is a lovely slow-sipping beverage that you’ll be savoring all night. With notes of vanilla, spices, and maple, it’s definitely a palate-pleaser.  If you’re looking for a super sweet cocktail, this probably isn’t your drink. However, for a drink you can count on, try this old-fashioned. 

10. Cranberry Apple Hot Toddy 

Cranberry apple hot toddies will definitely keep you warm during this cozy season.  Get out your simmer pot and add bourbon, honey, apple cider, and cranberry cocktail juice. You also add water, lemon, and a few cinnamon sticks.  It’s an easy way to enjoy your favorite fall flavors. As a bonus, the fruit used for garnish is a delicious snack when you’re done sipping. 

11. Lion’s Tail Cocktail

The lion’s tail cocktail originated in the 1930s. It’s a simple, yet vibrant cocktail that’s perfect for your fall celebrations.  Allspice dram, a unique liqueur made with allspice, is what makes this cocktail special. If you can’t find it in stores, you can always make your own.  Along with the allspice liqueur, you’ll need bourbon, lemon, simple syrup, and bitters. Shake it all up into one lovely beverage. 

12. Gold Rush Cocktail

The gold rush cocktail gets its name from its gorgeous color. It’s an easy 3-ingredient cocktail that is simple and delicious.  Make a quick honey simple syrup for that sweet floral flavor. Add it to some bourbon and a bit of lemon juice in a shaker.  Enjoy this beautiful slow-sipper during all of your fall gatherings. 

13. Blackberry Bourbon Collins Cocktail

The blackberry bourbon Collins looks like a summery drink. However, it is lovely for fall and throughout the year.  A classic Collins includes gin, lemon juice, and simple syrup. Swap the gin for bourbon and add some muddled blackberries. You get a cocktail that’s a little more dark and stormy.  Everybody will love this tasty cocktail. You’ll become the new favorite bartender with your friends. 

14. Pomegranate Ginger Bourbon Cocktail

Another take on the old-fashioned, this pomegranate ginger bourbon cocktail is packed with flavor.  Tart pomegranate juice and spicy ginger make a surprising combination. The two flavors go so well with the sweetness of bourbon. It’s a beautifully balanced beverage.  If you love old-fashioneds but want something a little sweeter, shake up this cocktail. 

15. Plum Ginger Whiskey Sour

Another whiskey sour recipe that’s packed with flavor is this plum ginger sour.  Plums are fantastic when they’re ripe. They’re super juicy and fruity. Fresh ginger juice adds that certain spiciness that gives a kick without burning your mouth. Shake up some egg whites to create that signature creaminess of a whiskey sour. This frothy cocktail is a must-have for any fall occasion. 

16. Gingered Bourbon-Apple Cider Cocktail

This gingered bourbon apple cider cocktail is the perfect cozy drink for fall.  It has warm spices and flavors of fruity apples. It’s so satisfying and delicious. Add some bubbly ginger ale for a drink you’ll adore sip after sip. This is a warm and joyful cocktail that will bring a smile to everybody’s face. 

17. Bourbon Apple Cider Thyme Punch

You have to try this bourbon apple cider.  With a homemade, thyme-infused simple syrup, this cocktail is unique and flavorful. Real apple cider gives it that fresh fruity flavor and the bourbon adds a boozy kick.  Add club soda for the bubbles and a few dashes of Angostura bitters. It’s a lovely cocktail that will surprise you in all the best ways. 

18. The Autumn Pear – Cocktail with Pear Cider

The autumn pear is made with hard pear cider. You’ll love it.  If you enjoy hard cider, you need to try pear cider. It’s crisp and refreshing with the most wonderful pear flavor.  Bourbon has a delightful sweetness that compliments the cider. Warm spices keep it cozy and perfect for fall. 

19. Pumpkin Apple Shandy

This cocktail is for all the beer drinkers out there. If you often choose beer over cocktails, give this shandy a try.  Pumpkin beer and apple cider combine for a flavor explosion. Add an extra kick with the sweet bourbon and you’re in for a sippable treat.   This is the absolute best game-day cocktail. It never disappoints. 

20. Spiced Bourbon Punch

Spiced bourbon punch is a party cocktail with lots of flavors.  Start with spiced apple cider and add in some sweet bourbon. A homemade spiced simple syrup adds lots of depth and flavor while lemon brightens it all up.  This punch recipe will have your guests huddled over the punch bowl all night. Trust me, you’ll want to be sure you have enough for a second batch! Click on a star to rate it!

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