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Pineapple Upside Sugar Cookies Recipe

4.8 from 69 reviews

Delight in these Pineapple Upside Sugar Cookies, featuring a soft, buttery sugar cookie base topped with juicy pineapple rings and a sparkling sugar sprinkle. These cookies combine the tropical sweetness of pineapple with classic cookie flavors, baked to golden perfection for a treat that’s both visually stunning and deliciously satisfying.

Ingredients

Scale

Cookie Dough

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 egg
  • 1 tsp vanilla extract
  • 2½ cups all-purpose flour
  • ½ tsp baking soda
  • ¼ tsp salt

Topping

  • 1012 canned pineapple rings, well-drained and patted dry
  • Additional sugar for sprinkling

Instructions

  1. Preheat Oven: Preheat your oven to 350°F (175°C) and line baking sheets with parchment paper to prepare for baking.
  2. Cream Butter and Sugar: In a large bowl, cream the softened butter and granulated sugar together until the mixture is light and fluffy, ensuring a smooth base for your cookie dough.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract until the ingredients are fully combined, creating a uniform dough mixture.
  4. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add this dry mix to the creamed butter mixture, stirring to form a soft dough.
  5. Shape Dough: Roll the dough into balls about 1½ tablespoons each, then flatten them slightly before placing them spaced out on the lined baking sheets.
  6. Add Pineapple Rings: Press one well-drained, patted dry pineapple ring gently onto the top of each flattened dough disk.
  7. Sprinkle Sugar: Sprinkle additional sugar on top of each pineapple ring to add sparkle and a hint of extra sweetness.
  8. Bake: Bake the cookies in the preheated oven for 12–14 minutes or until the edges turn golden brown.
  9. Cool: Remove the cookies from the oven, let them cool on the baking sheet for 5 minutes, then transfer them carefully to a wire rack to cool completely.

Notes

  • Ensure pineapple rings are well-drained and patted dry to prevent soggy cookies.
  • Use parchment paper to avoid sticking and ease cleanup.
  • Cookies will keep fresh in an airtight container for up to 3 days.
  • For a different flavor twist, try sprinkling a little cinnamon sugar instead of plain sugar on top.

Keywords: pineapple cookies, sugar cookies, pineapple upside down cookies, dessert, baked cookies, sweet treats