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Discover the delightful magic of the Rolo Cookies Recipe, where rich cocoa cookie dough meets the gooey, caramel-filled goodness of Rolos tucked inside. This treat is an irresistible combination of buttery sweetness and chocolatey warmth that melts in your mouth and creates a perfect surprise bite every time. Whether for a cozy night in or a festive gathering, these cookies bring joy with every bite, making them an instant favorite you’ll want to bake again and again.

Ingredients You’ll Need

These ingredients are simple yet essential to get that perfect balance of texture and flavor in your Rolo cookies. Each one plays a crucial role, from the buttery softness to the subtle cocoa hint, finishing with those luscious Rolos that are the star of the show.

  • 17.5 ounce bag of sugar cookie mix: The base that delivers soft, chewy cookie structure with classic sweetness.
  • ¼ cup cocoa powder: Adds a rich chocolate depth, perfectly complementing the caramel inside.
  • ½ cup salted butter (softened): Creates creamy dough and adds a subtle saltiness to balance the sweet.
  • 1 large egg: Binds everything together while providing moisture and richness.
  • 48 Rolos (unwrapped): The caramel and chocolate candies that surprise you from within every single cookie.
  • Sanding or powdered sugar (optional garnish): Offers a delicate sparkle or a dusting of sweetness on top.

How to Make Rolo Cookies Recipe

Step 1: Prepare Your Workspace

Begin by lining two cookie sheets with parchment paper to ensure easy removal and cleanup later. Don’t preheat your oven yet, as chilling the dough is an important part of the process for a perfect finish.

Step 2: Mix the Dry Ingredients

Whisk together the sugar cookie mix and cocoa powder in a large mixing bowl until they’re fully combined. This step blends the cocoa evenly into the dough for consistent flavor in every bite.

Step 3: Incorporate Butter and Egg

Use a hand or stand mixer to beat in the softened butter and the egg until a thick, uniform dough forms. This creamy mixture is the perfect texture for wrapping around your Rolos later.

Step 4: Shape the Dough

Scoop a large ball of dough with a 1 ½ tablespoon cookie scoop, then flatten it slightly into a small disc. This is the foundation for enclosing the candy inside securely.

Step 5: Add the Rolos

Place two unwrapped Rolos right in the center of the dough disc, then gently mold the dough around the candies to form a smooth ball, making sure the Rolos are fully enclosed and will melt beautifully during baking.

Step 6: Optional Sugar Coating

If you like a little sparkle or added sweetness, roll each dough ball in sanding sugar or powdered sugar before placing them on the cookie sheets. It’s a small touch that looks elegant and adds extra charm.

Step 7: Chill the Cookies

Arrange the dough balls about 2 inches apart on the prepared sheets, cover with plastic wrap, and refrigerate for at least 30 minutes. This chilling step helps the cookies keep their shape and bake to chewy perfection.

Step 8: Bake to Perfection

Preheat your oven to 350 degrees Fahrenheit several minutes before baking. Remove the chilled cookies from the fridge, discard the plastic wrap, and bake for 10-15 minutes until the edges are set and the tops begin to crack slightly.

Step 9: Cool and Enjoy

Let them cool on the baking sheet for at least 5 minutes before transferring to a cooling rack or serving warm. The gooey caramel inside is at its best when those cookies are slightly warm and tender.

How to Serve Rolo Cookies Recipe

Garnishes

To elevate how you present this classic Rolo Cookies Recipe, consider topping freshly baked cookies with a little extra powdered sugar or a drizzle of melted chocolate. These touches add a polished look and enhance the already indulgent flavor.

Side Dishes

These cookies pair wonderfully with a cold glass of milk or a warm cup of coffee or tea. The creamy and slightly salty notes in the dough really shine when balanced with a simple and comforting drink.

Creative Ways to Present

Try arranging your Rolo cookies on a decorative platter surrounded by small bowls of chopped nuts or sea salt flakes for guests to customize each bite. You could also serve them alongside a scoop of vanilla ice cream for an easy, stunning dessert experience.

Make Ahead and Storage

Storing Leftovers

Keep any leftover cookies in an airtight container at room temperature for up to 4 days. This will maintain their chewy texture and keep the Rolo centers deliciously gooey.

Freezing

You can freeze unbaked cookie balls by placing them on a baking sheet, freezing until solid, then transferring to a freezer bag. Bake straight from frozen, just add a couple extra minutes to the baking time to achieve the perfect result.

Reheating

If your cookies cool too much or get a little firm, pop them in the microwave for about 10 seconds to soften the caramel center and revive that freshly baked warmth.

FAQs

Can I substitute the sugar cookie mix with homemade dough?

Absolutely! While the sugar cookie mix simplifies the recipe, you can use your favorite homemade sugar cookie dough by adding cocoa powder and following the same process for equally fantastic results.

Do I need to use two Rolos per cookie?

Two Rolos per cookie creates a wonderfully gooey center, but if you prefer a smaller caramel punch, feel free to use just one Rolo per cookie instead.

What type of cocoa powder works best?

A natural unsweetened cocoa powder works best here for that deep chocolate flavor, but Dutch-processed cocoa can be used if you like a milder, less acidic taste.

Can I make these cookies vegan or dairy-free?

You can experiment with vegan butter and egg substitutes, though the texture and flavor might vary slightly since Rolos contain dairy. For a fully vegan version, consider using caramel-free chocolates instead.

Why is chilling the dough important?

Chilling the dough firms up the butter, preventing the cookies from spreading too much and ensuring a thicker, chewier texture that holds the Rolos perfectly inside.

Final Thoughts

If you’re searching for a cookie that brings a wow factor with every bite, you have to try this Rolo Cookies Recipe. It’s a charming blend of rich cocoa dough and caramel surprise that feels both nostalgic and utterly indulgent. Once you bake a batch, these cookies will quickly become your go-to for sharing happiness and sweet moments with friends and family.

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Rolo Cookies Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.3 from 72 reviews
  • Author: Mary
  • Prep Time: 15 minutes
  • Cook Time: 15 minutes
  • Total Time: 50 minutes
  • Yield: 24 servings
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

Delight in these decadent Rolo Cookies featuring a rich chocolate sugar cookie base filled with gooey melted Rolos. Perfectly soft and chewy with a hint of cocoa and a caramel surprise inside, these cookies make an irresistible treat for any occasion.


Ingredients

Scale

Cookie Dough

  • 17.5 ounce bag of sugar cookie mix
  • ¼ cup cocoa powder
  • ½ cup salted butter, softened
  • 1 large egg

Filling and Garnish

  • 48 Rolos, unwrapped
  • Sanding or powdered sugar (optional garnish)


Instructions

  1. Prepare Cookie Sheets: Line two cookie sheets with parchment paper, but do not preheat the oven yet to ensure the dough can chill properly.
  2. Mix Dry Ingredients: In a large mixing bowl, whisk together the sugar cookie mix and cocoa powder until evenly combined for a uniform chocolate flavor.
  3. Form Dough: Using a hand or stand mixer, beat in the softened butter and egg until a thick, cohesive cookie dough forms.
  4. Scoop and Flatten Dough: Using a 1 ½ tablespoon cookie scoop, scoop out large balls of dough and flatten each into a disc shape ready for filling.
  5. Add Rolo Filling: Place two unwrapped Rolos in the center of each dough disc, then gently shape and smooth the dough around the candy to form a sealed ball.
  6. Optional Sugar Coating: Roll each dough ball in sanding sugar or powdered sugar if desired for an added decorative touch and slight crunch.
  7. Arrange on Cookie Sheets: Place the dough balls on the prepared cookie sheets spaced about 2 inches apart to allow room for spreading during baking.
  8. Chill the Dough: Cover the cookie sheets tightly with plastic wrap and refrigerate for at least 30 minutes to firm up the dough.
  9. Preheat Oven: A few minutes before baking, preheat your oven to 350 degrees Fahrenheit (175 degrees Celsius).
  10. Bake Cookies: Remove the chilled cookies from the refrigerator and discard the plastic wrap. Bake for 10-15 minutes or until the edges are set and the tops show slight cracking.
  11. Cool and Serve: Let the cookies cool on the sheet for at least 5 minutes before transferring to a wire rack or serving warm to enjoy the gooey centers.

Notes

  • Make sure the Rolos are unwrapped before embedding in the dough to avoid a mess in the oven.
  • Chilling the dough is key for preventing cookies from spreading too thin while baking.
  • Sanding or powdered sugar garnish is optional but adds a nice festive look and texture contrast.
  • Store leftover cookies in an airtight container at room temperature for up to 3 days.
  • For an extra chocolatey flavor, use a darker cocoa powder or add a handful of mini chocolate chips to the dough.

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