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?


5.0 from 4 reviews
Caramel Stuffed Truffle Cookies
Makes approx 40 cookies
  • 2 cups semi-sweet chocolate chips
  • ¼ 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 ~ ½ cup white chocolate chips + 1 tsp vegetable oil
  • *Optional ~ ½ 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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56 Comments on "Caramel Stuffed Truffle Cookies"

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Yup. Impressed.

Colleen @ What

Holy yum.


Ugh, seriously? Amazing.

Nancy P.@thebittersideofsweet

I saw your picture on Instagram the other day. I was wondering what you were creating. This looks divine!!!

Caroline @ chocolate & carrots

These look utterly delicious! What a surprise inside…and you don’t have to slave over the stove making the caramel, too!


These cookies look delish!

Annie @ Annie

This is similar to a recipe I used for fudge around the holidays and it made me a crazy fudge fanatic for weeks! This looks totally delicious and if you stick ’em in candy wrappers in a pretty box, you basically look like a professional.

sue @ cakeballs, cookies and more

oh yummy I would totally tell people they are hard to make, just to look fancy.

Katrina @ In Katrina

I’m convinced that I could live on sweetened condensed milk. Yep.

Mimi @ Culinary Couture

Yeah my diet isn’t starting anytime soon.

Olivia @ Liv Lives Life

Oh gosh. These look just incredible.

Cookie Sleuth

Amazing! I have made cookies like this with Rolos, and I cannot stop eating them.

Katrina @ Warm Vanilla Sugar

These look so fabulous!


Wow, those look divine!! 🙂


these look amazing. and awful, becuase they look amazing!!=)

Carla @ Carlas Confections

You know the way to my heart

Anne @ Have a Cookie!

Chocolate + caramel = LOVE!

Nicole @ Curly Mommy

These look amaaaaazing!!!


I love the truffle shape of these cookies!


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.


Easy, delicious and impressive….my kind of treat!! 🙂

Erin @ Dinners, Dishes and Desserts

Very impressed! They look heavenly, and with the drizzle you will make people think you worked extra hard!


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!


I just bought new yoga pants so I’m ready for these treats. Valentine’s Day or any day for that matter 🙂

Julie @ Table for Two

mmm that gooey center is all it takes!!

Julianne @ Beyond Frosting

These look AMAZING!!!


Oh….i want…!

Rachel Cooks

You had me at “caramel stuffed!”


This cookie looks incredible!! I`m loving the caramel.


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.


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?


Woah, these look amazing!!


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!

bridget {bake at 350}

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

Loretta | A Finn In The Kitchen

Honest to Pete, these look awesome.


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?

Eat Good 4 Life

These look divine!

Brandy S

These looks great!

Melissa M

These look amazing! Have you tried freezing them?


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

Hanna Belleza

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!


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


Can these be frozen?


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!


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.


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?