Rolo Cookies

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I have always been a little obsessed with the sweet surprise of caramel hidden inside a chocolate treat, so naturally, these Rolo Cookies became one of my all-time favorite bakes. The soft, chewy chocolate cookie on the outside and the gooey caramel core inside make them utterly irresistible. Every time I bake these, my kitchen fills with the warm, rich scent of cocoa, and it instantly puts me in a good mood.

Biting into one of these cookies fresh out of the oven is nothing short of magical. The caramel melts just enough to create a creamy center without running all over your fingers. Friends and family rave about them, and they’ve become my go-to dessert for potlucks, bake sales, and cozy nights in.

I love that they feel special, even though they’re easy enough to whip up on a weeknight. They’re the kind of cookie that sparks nostalgia while still feeling like a little surprise every single time.

Why You’ll Love This Rolo Cookies Recipe

These Rolo Cookies are rich, soft, and filled with the most delightful caramel surprise at the center. They’re perfect for any occasion — from holiday cookie platters to a simple afternoon treat. If you love chocolate and caramel together, you won’t be able to resist the way the Rolo candy melts into the cookie as it bakes, creating a decadent bite every time. Plus, they’re quick to make and always impress!

Ingredients

Flour provides the structure of the cookie, creating the perfect soft yet chewy texture that pairs beautifully with the caramel center.

Unsweetened cocoa powder gives the cookies their deep, rich chocolate flavor, balancing the sweetness of the caramel.

Baking soda helps the cookies rise slightly and keeps them tender.

Salt enhances the chocolate flavor and balances the sweetness.

Unsalted butter adds richness and moisture, making the cookies soft and decadent.

Granulated sugar sweetens the dough and gives the edges a slight crispness.

Brown sugar adds depth of flavor and keeps the cookies chewy.

Eggs bind everything together and contribute to the cookie’s soft texture.

Vanilla extract gives a warm, fragrant note that complements both the chocolate and caramel.

Rolled candies (Rolo) are the star of the show, hiding inside each cookie with a sweet, gooey surprise.

How to Make Rolo Cookies

Step 1: Prepare the Dough

In a large mixing bowl, cream together the unsalted butter, granulated sugar, and brown sugar until light and fluffy. Beat in the eggs one at a time, then mix in the vanilla extract.

Step 2: Combine Dry Ingredients

In another bowl, whisk together the flour, cocoa powder, baking soda, and salt. Gradually add the dry ingredients to the wet mixture, mixing just until combined.

Step 3: Assemble the Cookies

Scoop a tablespoon of dough and flatten it slightly. Place a Rolo candy in the center, then wrap the dough around it, sealing it completely. Roll into a smooth ball and place on a lined baking sheet.

Step 4: Bake

Bake the cookies in a preheated oven at 350°F (175°C) for about 8–10 minutes, until just set. Let them cool on the baking sheet for a few minutes before transferring to a wire rack to cool completely — or enjoy warm for maximum gooeyness!

Recipe Variations and Possible Substitutions

If you’re looking to mix things up, try swapping the Rolos with other caramel-filled chocolates or even peanut butter cups for a nutty twist. You can also roll the dough balls in granulated sugar or sea salt before baking for a slightly crunchy, sweet-salty finish. For a deeper chocolate flavor, add mini chocolate chips to the dough. And if you prefer a slightly less sweet cookie, use dark chocolate cocoa powder.

Serving and Pairing Suggestions

These cookies are delightful all on their own, but I love serving them slightly warm with a tall glass of cold milk. They also make an incredible addition to an ice cream sundae bar — just crumble them over vanilla or chocolate ice cream for an irresistible dessert. During the holidays, I sometimes stack them on a pretty plate with some Irresistible Peanut Butter Truffles for a festive touch.

Storage and Reheating Tips

Store your Rolo Cookies in an airtight container at room temperature for up to 4 days. They stay soft and chewy, but if you want to bring back that warm, gooey center, just pop them in the microwave for about 10–15 seconds before serving. You can also freeze the unbaked dough balls for up to 2 months — bake straight from frozen, just adding a minute or two to the baking time.

FAQs

Can I use salted butter in the Rolo Cookies recipe?

Yes, you can, but be sure to reduce or omit the added salt in the recipe to avoid over-salting.

How do I keep the caramel from leaking out of the Rolo Cookies?

Make sure to completely enclose the candy in the dough, pinching any seams shut before rolling into a smooth ball.

Can I make the Rolo Cookies dough ahead of time?

Absolutely. The dough can be made up to 2 days in advance and stored in the fridge. Let it sit at room temperature for about 15 minutes before shaping and baking.

Can I freeze baked Rolo Cookies?

Yes! Let them cool completely, then freeze in an airtight container for up to 2 months. Thaw at room temperature or warm them in the microwave.

Why are my Rolo Cookies spreading too much?

This usually happens if the butter was too soft or warm when mixing. Chill the dough for 30 minutes before shaping if needed to prevent overspreading.

Related Recipes You’ll Like

If you enjoyed these Rolo Cookies, you might also fall in love with some of my other decadent treats. Try my Blueberry Cheesecake Heaven Rolls for a fruity twist, or indulge in the creamy goodness of my Homemade Lemon Cheesecake Ice Cream when you’re craving something chilled. For another caramel-forward dessert, don’t miss my Pineapple Cheese Pie — it’s a unique combination of sweet and tangy that always surprises.

Save and Share This Recipe for Later

Don’t forget to pin this Rolo Cookies recipe to your favorite dessert board on Pinterest so you can find it anytime! You can also share it with friends and family by sending the link via email or posting it to your favorite social media platforms. Everyone deserves a bite of this chocolate-caramel heaven — so spread the love!

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