If you’re looking for the ultimate treat that’s rich, chewy, and packed with chocolatey goodness, these stuffed brownie cookies are exactly what you need. These cookies combine the deep, fudgy flavor of brownies with the soft, chewy texture of cookies—and hide a melty caramel surprise inside thanks to Rollo candies.
Every bite of these stuffed brownie cookies delivers a gooey center, a soft chocolate exterior, and sweet caramel that makes them completely irresistible. Whether you’re baking for a party, holidays, or just a cozy night in, this recipe guarantees a crowd-pleasing dessert that feels bakery-level special but is super easy to make at home.
Method
Mix the Dry Stuff
To start, take a medium-sized mixing bowl and sift together the flour and baking soda. Sifting helps remove any lumps and also adds a bit of air into the mixture, which makes the cookies softer and fluffier. Once sifted, set this dry mix aside. It’ll come in handy soon.
Cream the Wet Ingredients
In a large bowl, add the softened butter, brown sugar, white sugar, egg, and vanilla extract. Using a hand mixer or stand mixer, beat the mixture on medium speed until it becomes light and fluffy. This step is super important because it helps incorporate air, which gives the cookies a lovely texture.
Add the Cocoa Magic
Now it’s time to make things chocolatey! Gradually mix in the cocoa powder. Add it slowly so it blends well with the wet mixture without clumping. This step transforms our cookie dough into a rich, brownie-like base full of chocolate flavor.
Combine It All
Take the dry flour mixture you set aside earlier and slowly add it into the wet batter. Mix it in a little at a time until everything is combined evenly. Be careful not to overmix here just stir until the dough comes together. Overmixing can make your cookies dense instead of soft.
Fold in the Crunchy Goodness
Once the dough is ready, gently fold in the Skor chipits (or toffee bits). Use a spatula or wooden spoon and mix just until the pieces are spread throughout the dough. This adds a sweet crunch that pairs perfectly with the soft, chocolatey cookie.
Stuff Those Cookies
Now for the fun part! Scoop out about 3 tablespoons of cookie dough and flatten it gently in the palm of your hand. Take a Rollo candy and place it right in the center of the dough. Carefully fold the edges of the dough up around the Rollo and roll it into a smooth ball, making sure the candy is fully covered.
Get Ready to Bake
Place the cookie dough balls onto a baking sheet lined with parchment paper, leaving enough space between each one to let them spread a bit as they bake. For an extra pop of texture and sweetness, sprinkle a few more Skor chips on top of each cookie before they go into the oven.
Bake and Wait (the Hardest Part!)
Bake the cookies in a preheated oven at 350°F (175°C) for about 10 to 12 minutes. When they’re done, they’ll look slightly cracked on the top but still soft in the middle that’s perfect! Don’t rush to move them just yet. Let them cool completely on the baking sheet. They’ll continue to cook a little as they rest and firm up enough to handle without breaking or losing that delicious melted center.
Necessary Tools
- Mixing bowls (one large, one medium)
- Hand mixer or stand mixer
- Measuring cups and spoons
- Cookie sheet
- Parchment paper (optional, but helpful!)
- Spatula or wooden spoon
- Sifter or fine-mesh strainer
Gooey Stuffed Brownie Cookies with Rollo Caramel Centers
Recipe by George Mendes8-10
servings15
minutes12
minutes27
minutesIngredients
1 & 1/4 cups flour
1/2 tsp baking soda
1/2 cup butter (softened)
1 tsp vanilla extract
1/4 cup brown sugar
1/2 cup white sugar
1 egg
1/4 cup cocoa powder
1/3 cup Skor chipits (or toffee bits)
12 Rollo candies
Directions
- Mix the Dry Stuff
In a bowl, sift together the flour and baking soda. This helps make the cookies soft and fluffy! - Cream the Wet Ingredients
In a big bowl, use a mixer to cream together the butter, both sugars, egg, and vanilla until smooth and fluffy. - Add the Cocoa Magic
Slowly mix in the cocoa powder. This gives our cookies that rich brownie taste! - Combine It All
Now, slowly add the flour mixture into the wet mix. Stir it in until everything’s combined and looks like yummy cookie dough. - Fold in the Crunchy Goodness
Add the Skor chipits and gently mix them into the dough. - Stuff Those Cookies!
Grab about 3 tablespoons of dough and flatten it in your hand. Place a Rollo candy in the middle, then wrap the dough around it and roll it into a ball. - Get Ready to Bake
Put the cookie dough balls onto a baking sheet. Sprinkle a few extra Skor chipits on top to make them extra pretty. - Bake and Wait (the Hardest Part!)
Bake at 350°F (175°C) for 10 to 12 minutes. Let the cookies cool completely on the cookie sheet before moving them. Trust me they keep baking a bit after they come out!
Notes
- Don’t overmix the dough after adding the flour it can make the cookies tough.
- Make sure your butter is softened, not melted. Melted butter can make the dough too runny.
- Let the cookies cool on the baking sheet moving them too soon might cause them to break or lose that gooey center!


Serving Suggestions
- Enjoy them warm with a glass of cold milk
- Add a scoop of vanilla ice cream on top for a deluxe dessert
- Drizzle melted chocolate or caramel over them for extra wow
- Perfect for parties, holidays, or any day you want to treat yourself!
Fun Fact
Did you know the Rollo candy was invented in England in 1937? It’s been bringing joy with its chewy caramel and chocolate shell for nearly 100 years!
Conclusion
These stuffed brownie cookies are the perfect combination of fudgy chocolate, soft cookie texture, and a molten caramel center that makes every bite unforgettable. They’re simple to prepare, fun to bake, and absolutely impressive when served warm and gooey.
Whether you’re making them for guests, gifting, or treating yourself, these stuffed brownie cookies will quickly become a favorite in your dessert rotation. One bite, and you’ll understand why they’re so addictive. Happy baking!


