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The perfect winter cocktail, a Winter Spiced Old Fashioned with cinnamon, star anise, cardamom, cherries, and orange slices. The perfect winter cocktail, a Winter Spiced Old Fashioned with cinnamon, star anise, cardamom, cherries, and orange slices.

Hi all! So we wanted to end the week on a good note so of course a cocktail of sorts needed to be involved. So for the longest time I considered the classic ‘Old Fashioned’ cocktail to be an “old man” drink… all know what I mean, right? Like Scotch on the rocks…or straight up, also an “old man” drink. Anyways, I thought this until Jordan’s (I think we’re all close enough that I can begin to refer to my boyfriend in posts by his first name) friend made me a very simple Old Fashioned. It was made with a touch of extra sweetness from adding a little more fresh orange juice to the mix. He also muddled the fruit directly into the glass he was serving in for a more homely feel. It was delicious, sweet, refreshing, and by no means overbearing.

My Asian glow didn’t burst into action upon first sip so that right there was enough to positively keep my attention. I kicked this version up a bit to make it a little more suitable for the winter months by adding some spices to the simple syrup for a lovely spiced simple syrup. I know it’s 80 degrees out here in LA, but goddamn it I want somewhat of a winter experience this year…. even if I have to make spiced simple syrup to get a taste of it! This drink is really tasty and super easy to make. I hope you all relax this weekend for a little post holiday R&R and try our our version of a classic summer cocktail “winterfied”;)
xx Jenny

Winter Spiced Old Fashioned

Servings: 4


  • 1 cup sugar
  • 1 cup water
  • 3 cardamom pods
  • 1 star anise
  • 1 cinnamon stick
  • 12 ounces sweet bourbon or whiskey
  • 1 orange, cut into 8 wedges
  • 8 maraschino cherries

optional garnish

  • 4 cinnamon sticks


  • Place first five ingredients into a saucepan and simmer over medium heat until the sugar dissolves.
  • Bring the mixture to a boil then cover and remove from heat. Allow the mixture to steep for 30 minutes. Strain the spices from the simple syrup.
  • Allow the mixture to cool completely before placing in the fridge for an hour to chill.
  • Divide an orange wedge and two cherries into each four glasses and muddle together.
  • Place the chilled syrup, bourbon and ice into a large shaker and shake until well combined.
  • Divide the mixture into each glass and top with an extra orange wedge, squeezing the wedge before dropping into the glass.
  • Garnish each glass with a cinnamon stick, if using and serve.

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  1. meesch Not Specified Not Specified

    oh my gosh, this looks amazing! I love that there’s cardamom in it!


  2. Katrina @ Warm Vanilla Sugar Not Specified Not Specified

    Pass me two!

  3. PINGBACK: Winter Spiced Old Fashioned cocktail recipe | | Little House & Garden

  4. Heather @ A Sweet Simple Life Not Specified Not Specified

    yummy! perfect for a chilly weekend.

  5. movita Not Specified Not Specified

    If I could marry this blog, I would.

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  7. Adrianna from A Cozy Kitchen Not Specified Not Specified

    I want this draaaaaank.

  8. Lynn @ I'll Have What She's Having Not Specified Not Specified

    This sounds pretty tasty!

  9. Rachel Not Specified Not Specified

    one word, mmmmmm……. (is that a word?) enjoying this right now :)

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  11. Russell at Chasing Delicious Not Specified Not Specified

    First the egg boats and now this. I’ve been craving an old fashioned for a while and I think you just inspired me to walk over to my bar and make one. I love the pouring gif too!

  12. foodess Not Specified Not Specified

    Is there enough fruit in this to consider it breakfast? Hmm…

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  15. Jöhnny Dîablø Not Specified Not Specified

    Wow, this looks really good! I will have to try making this simple syrup next time that I mix an Old Fashioned and see if it tastes as good as it looks! Thanks for sharing.

  16. PINGBACK: Winter Spiced Old Fashioned cocktail recipe | | Little House & Garden

  17. Ed Not Specified Not Specified

    Sounds delicious, but it’s not an old fashioned (see, which, btw, is not an “old man’s” drink. It might not be a ladies drink, but it is a man’s drink. You should invent your own name for this one, maybe “Winter in LA” or “Old Man Winter.” Anyway, got here via someone pinning this on Pinterest. Nice blog too btw.

    • Jenny Park Not Specified Not Specified

      This IS totally an Old Fashioned…OUR old fashioned…it’s called getting creative with it :)….I think it’s more fun then the standard old fashioned and hope you try it out!

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  19. Jacky Not Specified Not Specified

    I made this and LOVED it. Used fennel seeds in place of the start anise, I did not have any. The syrup is great in this drink and served with seltzer as a n/a option. Yummy, and the smell is just amazing.

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  26. Bernadette Not Specified Not Specified

    Delicious! Having one now! I only used about half of the syrup (am I correct in understanding the recipe calls for using all of the syrup?) and it’s as sweet as I would want it – but I don’t like things overly sweet. Delicious and BEAUTIFUL drink! I served mine on the rocks and it’s a stunner. Thanks so much for the recipe!