Cocktails, Thanksgiving Cocktails

Maple Cinnamon Bourbon Old Fashioned for Cozy Fall Nights

Author
Smoking Swines
Date
November 07, 2026
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Maple Cinnamon Bourbon Old Fashioned for Cozy Fall Nights

When the temperatures start dropping and the leaves turn golden, there's nothing quite like a good bourbon cocktail to warm up your evening. This Maple Cinnamon Bourbon Old Fashioned takes the timeless whiskey classic and gives it an autumn-inspired makeover with pure maple syrup, aromatic bitters, and a cinnamon stick.

The beauty of this cocktail is its simplicity. Rich bourbon brings notes of vanilla, caramel, and oak, while maple syrup adds a smooth, natural sweetness that pairs perfectly with the whiskey. A combination of aromatic and orange bitters balances everything out, creating a drink that's bold, slightly sweet, and full of seasonal character.

Whether you're relaxing beside a backyard fire, hosting Thanksgiving dinner, or enjoying a quiet evening after tending the smoker, this bourbon cocktail fits the occasion. The cinnamon stick adds a subtle warming spice, while a fresh orange peel releases bright citrus oils that bring the entire drink together.

For the best results, choose a bourbon with a strong caramel and vanilla profile. If you prefer something a little spicier, rye whiskey makes an excellent substitute. Either way, use a large ice cube to keep your cocktail chilled without watering it down too quickly.

This Maple Cinnamon Bourbon Old Fashioned is proof that you don't need a complicated list of ingredients to create something special. Just a few quality ingredients, a sturdy rocks glass, and five minutes are all it takes to bring a little fall flavor to your next gathering.

Ingredients

  • 2 oz bourbon or rye whiskey
  • 1/2 oz pure maple syrup
  • 2 dashes aromatic bitters
  • 1 dash orange bitters
  • 1 cinnamon stick
  • 1 strip fresh orange peel
  • 1 large ice cube or several smaller ice cubes

Instructions

  • Prepare the Glass: Add the maple syrup, aromatic bitters, and orange bitters to an Old Fashioned or rocks glass.
  • Add the Bourbon: Pour in the bourbon or rye whiskey and stir gently until the maple syrup is fully incorporated.
  • Add Ice: Place one large ice cube into the glass. Stir for approximately 15–20 seconds to chill and lightly dilute the cocktail.
  • Infuse with Cinnamon: Add the cinnamon stick and give the cocktail another gentle stir. Allow it to rest briefly so the cinnamon can begin releasing its warm aroma.
  • Garnish with Orange: Hold the orange peel over the glass and gently twist it to release its natural oils across the surface of the drink. Rub the peel around the rim before dropping it into the glass.
  • Serve and Enjoy: Serve immediately and enjoy the rich bourbon, sweet maple, bright citrus, and subtle cinnamon flavors.

Tips for the Perfect Maple Cinnamon Old Fashioned

  • Choose a quality bourbon: A bourbon with caramel, vanilla, and oak notes complements the maple syrup beautifully.
  • Use pure maple syrup: Avoid pancake syrup. Real maple syrup provides a richer, more natural flavor.
  • Don't overdo the cinnamon: A cinnamon stick adds a subtle aroma without overpowering the bourbon. For stronger cinnamon flavor, let the stick rest in the drink for a few minutes.
  • Use large ice cubes: Larger cubes melt more slowly, helping maintain the cocktail's flavor.
  • Adjust the sweetness: For a more whiskey-forward cocktail, reduce the maple syrup to 1/4 oz.
  • Try rye whiskey: Rye introduces a peppery spice that pairs particularly well with cinnamon and orange bitters.

Perfect for Thanksgiving and Fall Gatherings

This Maple Cinnamon Bourbon Old Fashioned makes an excellent signature cocktail for Thanksgiving, Friendsgiving, backyard BBQ gatherings, and chilly autumn evenings. Its combination of bourbon, maple, cinnamon, and orange delivers seasonal flavor without requiring specialty ingredients or complicated preparation.

Pair it with smoked turkey breast, smoked brisket, roasted pecans, or your favorite holiday appetizers. The bourbon's rich character and the maple syrup's sweetness work especially well alongside savory, wood-fired foods.

Whether you're serving one glass or mixing drinks for friends, this fall-inspired Old Fashioned deserves a place in your seasonal cocktail lineup.

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