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…
Chocolate chips and butter in a glass mixing bowlI 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!
Melted chocolate and butter mixture in a bowl with a spatulaNext pour some vanilla and sweetened condensed milk into the chocolate…
Sweetened condensed milk being poured into a bowl of melted chocolateStir that in…
Chocolate batter on a spatula in a mixing bowlThen just stir in some flour and salt…
Thick chocolate batter in a mixing bowl with a spatulaThat’s it!
Now wrap about a tablespoon sized portion of dough around your Kiss…
Chocolate cookie dough with a chocolate kissAnd place them on a lined baking sheet. They won’t spread too much at all, so you can put them about an inch apart…
Chocolate cookie dough balls on a baking matWhen they’re baked they will look like this…
Baked round chocolate cookies on a baking matYou could stop there. But if you really want to impress, get to drizzling!

I used both white and milk chocolate on top.
A collage of two photos of round chocolate cookies drizzled with white and dark chocolate on a cooling rackOh 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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September 21, 2015 6:49 pm

I tried baking these cookies last week and they were incredible! My husband told me these were the best cookies he’s ever had.. and he’s not even that much of a chocolate person.
One question I have for you though- my cookies sort of spread out and looked more like misshapen biscuits. Do you have any recommendations on how I could bake them next time to look more truffle-like?

December 23, 2014 7:57 pm

I’ve made these several times now, for various occasions. They are one of my friends’ favorite recipes that I make, and SO easy. They’re now one of my go-to recipes! Seriously delicious.

December 21, 2014 5:01 pm

Just made these today Dec 21, 2014, and these are amazing. The dough is crumbly, but work with it and form it around the caramel kiss. Make sure you put plenty of dough around the kiss, otherwise the caramel leaks out of it.
Well worth the all the effort that goes into making these cookies! YUM!

December 5, 2014 9:06 pm

Can these be frozen?

May 22, 2014 11:45 am

Hi there, I wonder… will it last more than 3 days as I am thinking of making them as part of a hamper?

Hanna Belleza
April 16, 2014 11:23 am

I love the taste and so my friends they are actually buying it from me but i cannot achieve the bonbon like shape like yours please help! Thanks!

December 18, 2013 12:11 pm

All the caramel kisses leaked out into a sticky mess all over my cookie sheet. Not sure what went wrong for me.

Melissa M
December 13, 2013 10:12 pm

These look amazing! Have you tried freezing them?

Brandy S
December 3, 2013 2:17 pm

These looks great!

December 3, 2013 2:16 pm

These look divine!

February 21, 2013 3:55 pm

This is an absolutely amazing idea! I don’t think I can find hersheys kisses readily available in the uk though. any suggestions for an alternative?

February 16, 2013 2:42 pm

Honest to Pete, these look awesome.

February 16, 2013 8:36 am

Those cookies look VERY DANGEROUS! I’m already thinking about how many I could eat in one sitting…and I’m thinking, a lot.

February 15, 2013 3:10 pm

Girl…. honestly, how are you not 800 lbs?! I would not be able to control myself in your house!

February 15, 2013 8:22 am

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!

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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