Let’s make this our red, white and blue.

Roasted Cherry Bourbon Milkshakes with Hot Fudge I howsweeteats.com

I vote yes. Hand raised.

So can we talk favorite milkshakes? Mine = hot fudge. Always has been. Always will be.

However, I also sort of like to eat my dessert instead of drink it. But there is always a time and a place for shake. Right?

Oh hi. I’m just one big walking contradiction today.

Roasted Cherry Bourbon Milkshakes with Hot Fudge I howsweeteats.com

You may remember me discussing my love for hot fudge milkshakes a few years ago. See, for thirty years my family has gone to the beach and rode bikes on the boardwalk every morning, then capped it off with a dairy queen trip. At like 11am. And a staple was always a hot fudge milkshake. If you haven’t had it, you must must must try. It is not just a chocolate milkshake.

It is le.git.

Worst thing ever: there is a DQ less than 60 seconds from my house.

Best thing ever too.

Roasted Cherry Bourbon Milkshakes with Hot Fudge I howsweeteats.com

AND… then last year, I made some chocolate cherry bourbon soda floats so it’s safe to say I cannot get enough of chocolate, cherry, bourbon and milkshakes. All in one.

Lately, my favorite fruit to roast has been cherries in the midst of my fruit roasting obsession. A few weeks ago I attempted to make some roasted cherry chocolate chip cookies and oh my gosh, what a freaking disaster. They will be #1 on my recipe disasters of 2013, sure of it. Not only were they probably the ugliest recipe I’ve ever made, but they also tasted horrendous.  

I was adamant on continuing to roast those dumb cherries though. I adore cherries, even in all of their sneaky glory. You know? You see a big, beautiful display at the grocery store piled high with bags of vibrant cherries… and on top screams a large sign “$4.99!!!!”

Roasted Cherry Bourbon Milkshakes with Hot Fudge I howsweeteats.com

Done. Bag in cart. Wheels are turning. Cherry everything is in my future.

Go to check out. Put cherries on the scale check-out thing. Cherries are $17. FACEPLANT.

Why must the whole “a pound” part of the sign have to be in fine print and why oh why do I never learn my lesson? Every summer. It happens. It’s like I just think that my grocery store has magically started selling giant bags of cherries for less than $5 when for 15 years they’ve cost an arm and a leg.

In addition, I also have many run-ins with cherry pits and my garbage disposal. Every year. Fail.

Pretty sure I also write about these same two things every single summer. I need a life.

Oh well! Milkshakes for everyone.

Roasted Cherry Bourbon Milkshakes with Hot Fudge I howsweeteats.com


Roasted Cherry Bourbon Milkshakes with Hot Fudge

Yield: makes 2 big shakes or 4 little ones


1 1/2 cups fresh cherries, pitted with stems removed
1/2 teaspoon olive oil
1/4 teaspoon salt

2 cups vanilla bean ice cream
1 cup milk
1/4 cup bourbon

4 tablespoons hot fudge
whipped cream for serving
cacao nibs for garnish
a cherry on top!


Preheat oven to 375 degrees F. Toss cherries with olive oil and salt then place on a baking sheet and roast for 25 minutes, tossing once or twice in between. Let cool. (This can be done ahead of time!)

To make shakes, combine ice cream, milk, bourbon and cherries in a blender and puree until smooth. Drizzle hot fudge over the inside of each glass, then pour in milkshake. Top with whipped cream, cacao nibs and a cherry.

Roasted Cherry Bourbon Milkshakes with Hot Fudge I howsweeteats.com


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68 Responses to “Roasted Cherry Bourbon Milkshakes with Hot Fudge.”

  1. #
    Jennifer @ Peanut Butter and Peppers — July 3, 2013 @ 6:55 am

    Oh my gosh! I just finished a half gallon of vanilla bean ice cream, now I must run out and get more because your milkshake is calling me! I love it! Looks amazing!!!!!!!!!!!!!!


  2. #
    Heidi — July 3, 2013 @ 7:07 am

    Yes…on so many levels.


  3. #
    Tracy | Peanut Butter And Onion — July 3, 2013 @ 7:14 am

    Not that’s the way I like my booze!


  4. #
    Paloma — July 3, 2013 @ 7:25 am

    I must admit I have never tried the cherries + chocolate combination… I know! Shame on me…. But this looks so good I might give it a try!


  5. #
    Kelsey M — July 3, 2013 @ 7:38 am

    Omg I want to make this immediately!


  6. #
    Angela @ Eat Spin Run Repeat — July 3, 2013 @ 7:44 am

    I jut got the same cherry price shock the other day… I despise how they always put the prices up by the pound, and so even when you think you’re just buying a few, you get to the checkout and find out that they’re going to cost you a limb. Having said that, I just bought some at the market for $10. Still not cheap, but I like to think it’s justified because I’m buying them at the market and not a big grocery chain! I doubt they’re actually grown within 100km but sometimes ignorance is bliss!


  7. #
    Cookbook Queen — July 3, 2013 @ 7:58 am

    Me. Want. The end.


  8. #
    Tieghan — July 3, 2013 @ 8:03 am

    Can not even control myself right now. Need this and it is 5:15am here on Pacific time. Competely losing all self control over these! Yes!


  9. #
    Lauren @ The Highlands Life — July 3, 2013 @ 8:06 am

    Let’s just get real. Anything with bourbon in it is a good idea.


  10. #
    Sarah — July 3, 2013 @ 8:08 am

    Do you need any help clearing out your yard? I bet it’s pretty crowded right now. Probably best to drank all these milkshakes ASAP, get rid of all those boys.


  11. #
    Averie @ Averie Cooks — July 3, 2013 @ 8:14 am

    I just posted bourbon ice cream today! With nutter butters and salted caramel and chocolate :)

    Your milkshakes look incredible. I am loving the bourbon + cold treats combo, too.

    And cherries…once in college I went to the store and got up to the checkout line to pay and the clerk told me the cherries were going to be like $13. I was crushed. I was totally broke and had to put them back…and ever since then, I learned that cherries will fool you everytime with their weight/price!


  12. #
    Jamie @lifelovelemons — July 3, 2013 @ 8:20 am

    Beautiful as always!


  13. #
    cindy — July 3, 2013 @ 8:22 am

    I am seriously in the midst of making a Whiskey Cherry Chocolate Soda Float to post tomorrow. Our food brains have melded!


  14. #
    Stella — July 3, 2013 @ 8:32 am

    That “per pound” disappointment got me once on a bag of grapes. I didn’t even realize until I looked at the receipt later that I had paid so much for them. Tricky. I love cherries. I don’t usually like creamy alcohol, more of a beer girl, but this sounds tasty!!!


  15. #
    Holly @ EatGreatBEGreat — July 3, 2013 @ 8:39 am

    I want one now! Looks so amazing!


  16. #
    Andrea @ Barbells and Buttercream — July 3, 2013 @ 8:49 am

    Growing up, a neighbor had a huge cherry tree and all the neighborhood kids could be found in it every day devouring cherries. One day he came out yelling at us and we all ran. But, cause my momma raised me right, I went back to him and apologized. He rewarded my honesty with a free pass to the cherries. As a child, I had no idea what a reward that was! Now that I have to PAY THROUGH THE NOSE for cherries, I wish I was a kid again, sitting on a tree limb, stained with cherry juice! SIGH….


  17. #
    Cristina — July 3, 2013 @ 8:49 am

    I love a boozy milkshake. These look and sound amazing. I especially love how you’ve styled them in those little jars. Really cute. I’ve never tried a hot fudge milkshake.. my errands today will definitely take me past at least two DQs.. that’s not good..


  18. #
    Stephanie @ Girl Versus Dough — July 3, 2013 @ 9:19 am

    Bourbon in a milkshake?? HOLY YES.


  19. #
    Putri Soe — July 3, 2013 @ 9:32 am

    I also like my ‘calories’ tangible–not liquid. I need to feel the crunchy texture, the fluffiness of bread and so on and so on. But shakes once in a while are always nice. Thanks for making us drool with all these mouth-watering pictures as per usual! :0


  20. #
    Marie @ Little Kitchie — July 3, 2013 @ 9:36 am

    I WANT.


  21. #
    Janelle — July 3, 2013 @ 9:39 am

    I’m sad those cookies didn’t turn out because they sound deeeelicious! Maybe roasted cherry brownies would work better? Mask the redness. Or double-chocolate cookies? Please try again!


  22. #
    steph@stephsbitebybite — July 3, 2013 @ 9:42 am

    I want this as my breakfast instead of my bowl of cheerios.


  23. #
    Belinda @themoonblushbaker — July 3, 2013 @ 9:43 am

    Boozy milk drinks are my fave summer time treat! However even in winter I am still craving this cherry delight.


  24. #
    Julia — July 3, 2013 @ 9:59 am

    Roasted cherries sound so awesome. I’m totally making this.


  25. #
    Carly @ Snack Therapy — July 3, 2013 @ 10:11 am

    Summer in a glass.


  26. #
    Ashley Bee (Quarter Life Crisis Cuisine) — July 3, 2013 @ 10:14 am

    Woooah, a truly adult milkshake! I love chocolate and cherries, never tried roasting them or adding bourbon, but you’ve inspired me!


  27. #
    georgie — July 3, 2013 @ 10:16 am

    I will definitely try this! Tonight! And I used to be a Dairy Queen, I worked there in high school and loved eating ice cream with cake crunch every.damn.day! hahaha


  28. #
    Ashley @ Wishes and Dishes — July 3, 2013 @ 10:22 am

    I just picked the cherries off our cherry tree in the backyard last week…now I know what I’m doing with them!!!


  29. #
    Annie @ Annie's City Kitchen — July 3, 2013 @ 10:55 am

    I do that very same thing with grapes! The sign will say $1.99 and then I estimate that it’s probably only a one pound bag and then at checkout it’s about $7 worth of grapes.


  30. #
    allie@sweetpotatobites — July 3, 2013 @ 11:07 am

    mmm hot fudge milkshakes are the best! definitely intrigued by the addition of bourbon!


  31. #
    Georgia @ The Comfort of Cooking — July 3, 2013 @ 11:09 am

    Gorgeousness in a glass! I love it!


  32. #
    Kate — July 3, 2013 @ 11:31 am

    These look so yummy! I thought you would appreciate this – my boyfriend was outraged when I poured a box of M&M’s in our bucket of popcorn at the movies the other day. Like, didn’t he know that was a thing, and it’s delicious?!


  33. #
    ava — July 3, 2013 @ 11:35 am

    I can almost imagine this moment “Done. Bag in cart. Wheels are turning.” wow, that’s beautiful. Let’s see; bourbon, vanilla bean ice cream & hot fudge — One divine milkshake.


  34. #
    Alyssa — July 3, 2013 @ 12:46 pm

    I want it and I want it now.
    Cherries are my absolute favorite fruit EVER. And chocolate is my favorite anything. Consequently, chocolate-cherry is the world’s BEST combination, imho. So naturally, your chocolate cherry bourbon floats are one of my favorite drinks EVER. Even my boyfriend, who “doesn’t like dessert drinks” sucked his down like it was his last meal. Then asked for another one.
    I am so making these. Like now.
    (Well okay, as soon as I get home from work…)


  35. #
    Heather of Kitchen Concoctions — July 3, 2013 @ 12:58 pm

    I love how you wrote ‘a cherry on top!’ (exclamation mark and all!) in the ingredient list!


  36. #
    dervla @ the curator — July 3, 2013 @ 1:09 pm

    ummm can that just be my meal for the next 4 days. Calories don’t count on holidays either, right? YAY. Happy 4th.


  37. #
    Erica {Coffee & Quinoa} — July 3, 2013 @ 1:09 pm

    Totally with you on the $4.99 sign. Gets me EVERY time.


  38. #
    Larry — July 3, 2013 @ 1:22 pm

    Would it be wrong (or OH so right) to have one of these for breakfast?


  39. #
    Marcie — July 3, 2013 @ 1:25 pm

    This looks unbelievably good! I have to have hot fudge in and on a milkshake, and those roasted cherries just sound amazing.


  40. #
    Emily @ Life on Food — July 3, 2013 @ 1:52 pm

    I feel like every fruit is like that…grapes are just like cherries. $3.99 a pound and all of a sudden $10 on grapes.


  41. #
    Emily — July 3, 2013 @ 2:02 pm

    I fall for that stupid cherry price per pound trick every year!! I did however just buy a bag today for $2.99!!! “A pound” of course, but in very small print:-)


  42. #
    Jennifer — July 3, 2013 @ 2:22 pm

    I’ll take one!

    xo Jennifer



  43. #
    Brianna — July 3, 2013 @ 2:33 pm

    Have you tried slow-roasting the cherries? My husband recently made a roasted cherry-dark chocolate sourdough bread and it was awesome. He slow roasted the cherries at 200 for about 45 minutes. He rehydrated them a little with water before adding to the bread. I wonder if this would help out the cookie recipe because it sounds awesome!


  44. #
    Coco in the Kitchen — July 3, 2013 @ 3:10 pm

    I think I could eat myself to death w these!


  45. #
    Monica — July 3, 2013 @ 4:49 pm

    They look just amazing. I would be thrilled to have any of your pictures printed on canvas to look at all day. : )


  46. #
    Casey — July 3, 2013 @ 11:06 pm

    Oh my these look and sound delicious! Must try these! Cannot beat cherry and chocolate! We also live very close to DQ, within a 2 minute walking distance. Unfortunately I do not like DQ, as my hubby craved it so much while I was pregnant with our 2nd son, and many years later, I still cannot bring myself to go back..lol. We would go everyday, and I just stood there with my huge pregnant belly watching while my hubby would scarf down dipped cones, sundaes, milkshakes or banana splits…I still cringe at the thought.. lol


  47. #
    Ross @ TheFaceBaby — July 4, 2013 @ 3:48 am

    3 words: Sham. Rock. Shake.

    Butttttttttt since they only exist for one month outta the year, I suppose hot fudge shakes will suffice for now :o)

    Happy 4th!


  48. #
    Liz — July 4, 2013 @ 6:37 am

    I vote yes as well :D

    Happy 4th of July, Jessica!


  49. #
    Barb | Creative Culinary — July 4, 2013 @ 6:44 am

    Love the ‘seasonal’ shake…seems it wasn’t all that long ago that I made a bourbon hot fudge milkshake for my blog but I think snow was still falling…adding cherries now is perfect!


  50. #
    Abbe@This is How I Cook — July 4, 2013 @ 10:41 am

    Not sure i like bourbon-but I’m more than willing to give it a try. This looks fabulous!



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