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Pineapple Upside Down Sugar Cookies

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These pineapple upside down sugar cookies capture the warm nostalgia of the classic cake in a handheld, golden cookie, perfect for sharing.

  • Total Time: 29 minutes
  • Yield: 24 cookies 1x

Ingredients

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

Instructions

  1. Preheat oven to 350°F (175°C). Line baking sheets with parchment paper.
  2. In a large bowl, cream butter and sugar until light and fluffy.
  3. Beat in the egg and vanilla until well combined.
  4. In a separate bowl, whisk together flour, baking soda, and salt. Gradually add to the butter mixture to form a soft dough.
  5. Roll dough into 1½ tbsp balls, flatten slightly, and place on baking sheet.
  6. Top each dough disk with a pineapple ring, pressing gently.
  7. Sprinkle sugar on top of pineapple for extra sparkle.
  8. Bake 12–14 minutes until edges are golden.
  9. Cool 5 mins, then transfer to a rack.

Notes

For best results, use room temperature butter and pat the canned pineapple dry before using.

Nutrition

  • Serving Size: 1 cookie
  • Calories: 150
  • Sugar: 8g
  • Sodium: 75mg
  • Fat: 7g
  • Saturated Fat: 4g
  • Unsaturated Fat: 3g
  • Trans Fat: 0g
  • Carbohydrates: 21g
  • Fiber: 0g
  • Protein: 1g
  • Cholesterol: 30mg