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Pineapple Upside Sugar Cookies Recipe

4.6 from 97 reviews

These Pineapple Upside Sugar Cookies offer a delightful twist on classic sugar cookies by topping each soft, buttery dough disk with a juicy pineapple ring. Perfectly golden with a touch of extra sparkle from sprinkled sugar, these cookies combine sweet, tropical flavors with a tender crumb, making them an irresistible treat for any occasion.

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 prevent sticking and ensure even baking.
  2. Cream Butter and Sugar: In a large mixing bowl, cream together the softened butter and granulated sugar until the mixture is light and fluffy, which helps incorporate air for a tender cookie texture.
  3. Mix Egg and Vanilla: Beat in the egg and vanilla extract until well combined to add moisture and flavor to the dough.
  4. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add this dry mixture to the butter mixture, stirring until a soft dough forms.
  5. Shape Cookies: Roll the dough into 1½ tablespoon-sized balls, flatten them slightly, and arrange them spaced on the prepared baking sheets.
  6. Add Pineapple Rings: Top each slightly flattened dough piece with a well-drained pineapple ring, pressing down gently to adhere the pineapple to the dough.
  7. Sprinkle Sugar: Sprinkle additional granulated sugar over the pineapple rings for a sparkling caramelized finish when baked.
  8. Bake: Bake the cookies in the preheated oven for 12–14 minutes or until the edges turn golden brown.
  9. Cool and Transfer: Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely.

Notes

  • Ensure pineapple rings are well-drained and patted dry to prevent excess moisture from making the cookies soggy.
  • Use parchment paper to make removal easier and prevent sticking.
  • Flattening the dough balls slightly helps the cookies hold the pineapple rings better during baking.
  • These cookies can be stored in an airtight container at room temperature for up to 3 days.
  • For a different flavor twist, try using mandarin orange segments instead of pineapple rings.

Keywords: Pineapple sugar cookies, upside-down cookies, pineapple desserts, fruit topped cookies, baked cookies