Caramel Stuffed Truffle Cookies

So it will be Valentine’s Day soon.

Are you prepared?  I’m fixing to run to Target and pick up the last odds and ends.

And by odds and ends I mean a card or two, some random candy and maybe a new pair of yoga pants for myself.

Target is good like that.


But I’m just gonna say, if you’re more “homemade gift” versus “store bought gift” these cookies are what you need.

They are totally easy.  (No mixer required)

And look super impressive like you’ve been a slave to the kitchen for days.  And I’m all about making people THINK that I am super busy when I’m not.

Let’s keep that between you and me, though…because I don’t want to ruin my “How Does She Do IT ALL” mom-status.  Kay?


Caramel Stuffed Truffle Cookies.

Caramel Stuffed Truffle Cookies | Cookies and CupsThe secret to these cookies is that they are stuffed with caramel.

Actually, they are stuffed with a Caramel Kiss.

So here’s the fun part…if caramel isn’t your thing {gasp!} you could easily use any flavor Hershey Kiss you want.

*Sidenote ~ I prefer a Caramel Kiss to a Rolo candy because the caramel stays looser in the Kiss.  Just a personal perference.


Anyhow.  Let’s talk about how I did it.

Again, these are such easy cookies, made in one bowl…love it when you don’t have to pull out the mixer!

First melt some chocolate chips together in the microwave…
 photo IMG_7007_zpsa1bc9303.jpgI usually am skeered to melt chocolate in the microwave (because I’ve ruined it so so many times). But since I was melting butter with the chocolate, and also trying not to get another bowl dirty, I decided to go for it.  Disaster averted, I didn’t burn the chocolate!

Just heat it in 30 second increments, stirring in between each interval until it’s melted. It won’t take too long!
 photo IMG_7010_zpsd2834743.jpgNext pour some vanilla and sweetened condensed milk into the chocolate…
 photo IMG_7014_zps4f2cbbb4.jpgStir that in…
 photo IMG_7019_zps8fbabb19.jpgThen just stir in some flour and salt…
 photo IMG_7020_zps1d54c150.jpgThat’s it!
Now wrap about a tablespoon sized portion of dough around your Kiss…
 photo IMG_7023_zps75ecc2e0.jpgAnd place them on a lined baking sheet. They won’t spread too much at all, so you can put them about an inch apart…
 photo IMG_7025_zpse7dff8f5.jpgWhen they’re baked they will look like this…
 photo IMG_7027_zps511f6c30.jpgYou could stop there. But if you really want to impress, get to drizzling!


I used both white and milk chocolate on top.
 photo PicMonkeyCollage-19_zps9553c172.jpgOh yeah, AND some flaked sea salt.
I just can’t stop with the flaked sea salt. I’m sorry.
Caramel Stuffed Truffle Cookies | Cookies and CupsThen totally eat one.
Caramel Stuffed Truffle Cookies | Cookies and CupsImpressed?



Caramel Stuffed Truffle Cookies


Makes approx 40 cookies


  • 2 cups semi-sweet chocolate chips
  • 1/4 cup butter
  • 1 (14 oz) can sweetened condensed milk
  • 1 tsp vanilla extract
  • 2 cups flour
  • 1 tsp kosher salt (or you could use coarse or flaked sea salt for a saltier bite)
  • approx 40 Hershey Caramel Kisses, unwrapped (less than one 12 oz bag)
  • *Optional ~ 1/2 cup white chocolate chips + 1 tsp vegetable oil
  • *Optional ~ 1/2 cup milk chocolate chips + 1 tsp vegetable oil
  • *Optional ~ flaked sea salt to sprinkle


  1. Preheat oven to 350°
  2. Line a baking sheet with parchment and set aside.
  3. In a large, microwave safe bowl combine semi-sweet chips and butter. Melt in microwave, in 30 second increments, stirring after each interval until just melted.
  4. Immediately add in vanilla and sweetened condensed milk, stirring until incorporated.
  5. Add flour and salt and continue stirring until all mixed in. Batter will get thick.
  6. Portion out about a tablespoon sized amount of the dough and shape it around the Hershey kiss.
  7. Place 1 inch apart on your baking sheet and bake for 8-9 minutes until tops are no longer glossy. Do not over bake, as the bottoms will get hard quickly!
  8. Transfer to a wire rack to cool.
  9. If desired melt the white chocolate chips with the shortening and drizzle on top, repeating with the milk chocolate. Sprinkle with flaked sea salt while the chocolate is still wet.


You can use any type of Hershey’s Kiss you like best.

Store in an airtight container for up to 3 days

Recipe from my Mama’s recipe box

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Hi! I’m Shelly and I’m an addict. Of the buttercream sort. I started this site a few years ago as a way to justify my sugary, buttery obsession with desserts. It has worked out well for me so far, because as it turns out you guys all love sugary, buttery desserts too! It feels good to know you're not alone, doesn’t it?

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66 Responses
  1. Rieneke

    Hi there, made these this afternoon with rolo’s because there is no Hershey’s of any kind available here in Holland! We must be missing something really good over here because the caramel kisses look great. Anyway, the cookies spread a little bit more than yours in the picture, but they are truly lovely cookies! Thx for sharing this recipe!

  2. Jackie

    Tried making these last night. Dough was very crumbly and hard to keep together to form around candy. Baked for exactly 8 minutes and caramel had oozed out. Any thoughts?

    1. shelly

      Well, that’s strange! They dough wasn’t crumbly at ALL for me…also, about the oozing, that happened on 1 or 2 of my cookies and I think it was because I didn’t cover the Kiss completely.

  3. Ritu

    I tried baking these cookies without hershey’ kisses, just the plain types. the cookies were soft, tasted more like cake. Will baking them for more time help? and will refrigerating the dough before baking help too.

    1. shelly

      Well, I’m not entirely sure, as I have only made them with a candy inside! I don’t think that baking them longer will help. Refrigerating the dough could definitely keep them softer, I think.

    1. shelly

      That’s awesome! I snagged the recipe out of my mom’s recipe index card folder, but her recipe is very very similar to the one you linked to! I bet she got the recipe from someone who had used the Pillsbury version!

  4. Andrea

    omg love these! my kids love fudgy bonbons, made with hershey kisses, which the grand prize in the pillsbury bakeoff in 1994 -but using caramel kisses instead of hershey kisses is brilliant!

  5. I have a tendency to complicate my life way too much (and by “life” i mean cookies…obviously). These are the perfect solution! Dressed to impress but not to stress. WIN.

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Shelly Hi! I’m Shelly and I’m an addict. Of the buttercream sort. I started this site a few years ago as a way to justify my sugary, buttery obsession with desserts. It has worked out well for me so far, because as it turns out you guys all love sugary, buttery desserts too! It feels good to know you're not alone, doesn’t it?

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