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Homemade Rolo Cookies Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.3 from 69 reviews
  • Author: admin
  • Prep Time: 10 minutes
  • Cook Time: 10 minutes
  • Total Time: 20 minutes
  • Yield: 34 cookies
  • Category: Dessert, Cookies
  • Method: Baking
  • Cuisine: American

Description

Delight in these Homemade Rolo Cookies, a perfect blend of rich cocoa cookie dough enveloping a gooey melted Rolo center, rolled in sugar for a delightful crunch. These cookies bake to tender perfection with cracked edges and a molten chocolate caramel surprise inside, ideal for cookie lovers seeking a luscious treat.


Ingredients

Scale

Cookie Dough

  • 1 cup butter (2 sticks)
  • 1/2 cup granulated sugar
  • 1 cup brown sugar (packed)
  • 2 large eggs
  • 1 tablespoon vanilla extract
  • 2 cups all-purpose flour (spooned and leveled)
  • 1 cup cocoa powder (sifted)
  • 1 teaspoon baking soda
  • 3/4 teaspoon kosher salt

For Assembly

  • 35-70 Rolo chocolates (1 or 2 per cookie)
  • Granulated sugar (for rolling, about 1/2 cup or more)


Instructions

  1. Preheat Oven: Preheat your oven to 350°F (177°C) to ensure it’s ready once the cookies are formed.
  2. Prepare Baking Sheets: Line baking sheets with parchment paper or silicone baking mats to prevent sticking and promote even baking.
  3. Beat Butter: In a large bowl or stand mixer, beat 1 cup cold or softened butter until light and fluffy, about 2 minutes, scraping down sides.
  4. Add Sugars: Mix in 1/2 cup granulated sugar and 1 cup packed brown sugar, beating for another minute until combined and fluffy.
  5. Incorporate Eggs and Vanilla: Add 2 large eggs and 1 tablespoon vanilla extract, beating well while scraping the bowl edges.
  6. Add Dry Ingredients: Spoon and level 2 cups flour into the bowl but don’t mix yet. Also add 1 cup sifted cocoa powder.
  7. Mix Baking Soda and Salt: Add 1 teaspoon baking soda and 3/4 teaspoon kosher salt, gently stir dry ingredients to break lumps, then beat into dough until just combined.
  8. Finish Dough: Scrape sides and bottom of the bowl, then finish mixing gently without overbeating to keep cookies tender.
  9. Prepare Rolo Candies: Unwrap 35 to 70 Rolo chocolates depending on whether you want 1 or 2 per cookie.
  10. Shape Dough & Add Rolo: Scoop about 1 1/2 tablespoons of dough (size of a large walnut), press 1 or 2 Rolos into the center, and wrap dough completely around to cover the candy.
  11. Roll in Sugar: Pour granulated sugar into a bowl or plate, then roll each dough ball to coat generously for a textured, sweet crust.
  12. Arrange on Baking Sheet: Place cookies spaced at least 1-2 inches apart on prepared baking sheets; about 12 per sheet works well.
  13. Bake Cookies: Bake at 350°F for 9-10 minutes until edges crack and cookies are matte in the center—avoid overbaking.
  14. Cool Briefly: Allow cookies to cool on the baking sheet for 5 minutes; centers will be very hot and molten.
  15. Transfer to Rack: Move cookies to a wire rack to cool completely or enjoy warm.
  16. Serve: Enjoy warm with milk, or reheat in the microwave for 10 seconds on day two for that fresh-baked feel.

Notes

  • Use cold butter if you have a powerful mixer; otherwise, soften butter to room temperature for best texture.
  • Sifting cocoa powder prevents clumps and ensures even distribution in dough.
  • Rolling cookies in granulated sugar creates a nice outer crunch and subtle sweetness.
  • Do not overmix once flour is added to avoid tough cookies.
  • Allow at least 1-2 inches between cookies while baking for even spreading.
  • Cookies are best enjoyed warm for that gooey Rolo center experience.
  • Use parchment paper or silicone mats to prevent sticking and ease cleanup.