When it comes to creating the perfect bite-sized treat, few desserts hit the mark like Rolo-filled sugar cookie cups. Combining the sweetness of sugar cookies with the rich, caramel-filled Rolo candies, this dessert offers a delightful blend of textures and flavors. Whether you’re preparing for a party, holiday celebration, or just satisfying a sweet tooth, this easy-to-make dessert will become your new go-to recipe.

What makes Rolo sugar cookie cups stand out is their versatility and indulgent simplicity. These cookies are great for:

Holiday parties: Their bite-sized form is perfect for a dessert buffet.
Gift baskets: Pack them in festive containers to surprise loved ones.
Bake sales or school events: These cookies are irresistible to both kids and adults.
Moreover, using pre-made cookie dough simplifies the preparation process, making this recipe accessible to all skill levels.

To make these delicious treats, you’ll need the following:

Sugar cookie dough: You can use a pre-made mix or create homemade dough from scratch.
Rolo chocolates: Their soft caramel centers melt into the cookie for a gooey surprise.
Optional toppings: Skor bits, mini chocolate chips, or even a drizzle of caramel can elevate the look and taste.
This basic ingredient list is not only affordable but also makes for a quick preparation time, ensuring you can whip these up even on short notice.

1. Preheat the Oven
Set your oven to 350°F (177°C) and lightly grease a mini muffin tin. Using a mini muffin tin is key to creating perfectly portioned cookie cups.

2. Prepare the Sugar Cookie Dough
If you’re using pre-made dough, allow it to soften slightly at room temperature. For those opting to make the dough from scratch, here’s a simple recipe:

1 cup of unsalted butter
1 cup of granulated sugar
2 large eggs
2 teaspoons vanilla extract
3 cups of all-purpose flour
1 teaspoon baking powder
½ teaspoon salt Mix the butter and sugar until creamy, then add the eggs and vanilla. In a separate bowl, whisk the dry ingredients and gradually combine them with the wet mixture.
3. Shape and Fill the Muffin Tin
Roll the dough into 1-inch balls and place each into the muffin tin. Gently press the center of each ball to create a well. This will help the cookie dough rise around the Rolo candy during baking.

4. Add the Rolos
Unwrap the Rolo chocolates and press one into the center of each dough ball. Ensure the Rolo is fully seated in the dough so that it melts evenly.

5. Bake
Place the tray in the oven and bake for about 10-12 minutes, or until the edges are golden. Be sure not to overbake, as this will make the cookie cups too firm.

6. Cool and Decorate
Once the cookies are baked, remove the tin from the oven and allow the cups to cool for 5-10 minutes before transferring them to a wire rack. This cooling time is crucial, as it allows the Rolos to melt slightly into the cookie.

For an extra touch, sprinkle the tops with Skor bits or a drizzle of melted chocolate. If you’re feeling adventurous, add a touch of sea salt to the caramel centers for a sophisticated sweet-salty contrast.

Presentation Tips: Elevate Your Rolo Sugar Cookie Cups
Presentation is key, especially if you’re serving these at an event. Here are some easy ways to enhance their visual appeal:

Add colored sprinkles: Great for matching holiday themes or adding a festive flair.
Serve in decorative liners: Paper or foil liners can give a polished look.
Top with whipped cream or frosting: For a richer dessert experience, add a small dollop of whipped cream or buttercream frosting to each cup.
Storing and Freezing
If you manage to resist eating them all in one go, you can store these cookie cups for future indulgence:

At room temperature: Store in an airtight container for up to 4 days.
In the freezer: Freeze the cookie cups in a single layer before transferring them to a freezer-safe bag. They can be frozen for up to 3 months. Simply thaw at room temperature when ready to enjoy.
Nutritional Information
While delicious, it’s important to know what goes into your treats. Here’s a breakdown for one Rolo sugar cookie cup (based on using pre-made dough):

Calories: 150
Fat: 7g
Carbohydrates: 20g
Protein: 2g
These cups are certainly a treat to be enjoyed in moderation, but their small size makes it easy to savor just one—or two!

Conclusion
Rolo sugar cookie cups are a perfect marriage of sweet, buttery cookie dough and soft, caramel-filled chocolate. Easy to make and universally loved, they are ideal for every occasion, from casual gatherings to elegant parties. Whether you’re a baking novice or a seasoned pro, these delightful treats are sure to impress. With minimal effort and maximum flavor, this recipe is a must-try for any dessert lover.
Embrace the joy of baking and indulge in these unforgettable Rolo sugar cookie cups!