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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.