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Rolo Sugar Cookies

These soft and chewy sugar cookies cups get a Rolo pushed into the center right out of the oven to create an ooey gooey chocolatey and caramel filled center. Really really good!
Prep Time10 minutes
Cook Time10 minutes
Course: Dessert, Snack
Keyword: cookie cups, Rolo, sugar cookie
Servings: 18 cookies

Ingredients

  • 1/2 cup plus 1 tbsp unsalted butter, softened
  • 3/4 cup light brown sugar
  • 1 egg
  • 1/2 tsp vanilla
  • 1 1/2 cup plus 2 tbsp flour
  • 1/2 tsp baking soda
  • 18 rolos, unwrapped

Instructions

  • Preheat oven to 325°.
  • In a stand mixer on medium speed, beat the softened butter and brown sugar until fully combined and light and fluffy looking. About 2 minutes. Add in the egg and vanilla and beat until combined. Lower speed to medium low and add flour and baking soda. Mix until combined.
  • Using a cookie scoop if you have or just a spoon, scoop out some dough and roll into a ball. Should be about an inch and half or so. Place ball of dough into muffin tin just like that, do not flatten or press down. Continue until all dough is used. Makes about 18. Bake for 10-11 minutes until puffy and top is just starting to harden. Take out and immediately press rolos into the center of each cookie. Let cool completely before removing from tin to ensure the cookies hold shape. Enjoy!