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Pineapple Upside-Down Cookies

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Pineapple Upside-Down Cookies offer a delightful twist on the classic dessert, combining buttery cookie goodness with caramelized pineapple and a sweet cherry topping. Perfect for summer parties or a simple treat at home, these cookies are easy to make and are sure to impress! Their soft, chewy texture and tropical flavor will have everyone reaching for seconds.

Ingredients

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  • ½ cup unsalted butter (softened)
  • ¾ cup granulated sugar
  • 1 large egg
  • 1 tsp vanilla extract
  • 1 ¼ cups all-purpose flour
  • ½ tsp baking powder
  • ¼ tsp salt
  • ½ cup brown sugar (packed)
  • 2 tbsp melted butter
  • 1 small can pineapple rings (cut into pieces)
  • Maraschino cherries (halved)

Instructions

  1. Preheat oven to 350°F (175°C) and line a baking sheet with parchment paper.
  2. Cream together softened butter and granulated sugar until fluffy. Mix in egg and vanilla until smooth.
  3. Whisk flour, baking powder, and salt in a separate bowl; gradually add to wet mixture until combined.
  4. In a small bowl, mix melted butter and brown sugar; spoon onto the baking sheet.
  5. Top each spoonful with pineapple pieces and a cherry half. Flatten cookie dough and place over toppings, sealing edges.
  6. Bake for 12-15 minutes until golden. Cool on the sheet for 5 minutes then transfer to a wire rack.

Nutrition

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