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Pineapple Upside-Down Cookies: A Fun Twist on a Classic Dessert

Pineapple Upside-Down Cookies: A Fun Twist on a Classic Dessert

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These Pineapple Upside-Down Cookies transform the beloved flavors of the classic dessert into a delightful, handheld treat that everyone will adore. With their soft and chewy texture, buttery goodness, and sweet, caramelized pineapple topped with a vibrant cherry, these cookies are perfect for summer BBQs, picnics, or simply indulging yourself. Easy to make and fun for all ages, they bring joy to any occasion. Get ready to bake and watch these delicious cookies disappear in no time!

Ingredients

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

Instructions

  1. Preheat the oven to 350°F (175°C) and line a baking sheet with parchment paper.
  2. In a mixing bowl, cream together softened butter and granulated sugar until light and fluffy.
  3. Mix in the egg and vanilla extract until well combined.
  4. In another bowl, whisk together flour, baking powder, and salt; gradually add to wet ingredients until just combined.
  5. In a small bowl, mix melted butter with brown sugar; spread evenly on the prepared baking sheet.
  6. Arrange pineapple pieces over the brown sugar mixture and place halved cherries on top.
  7. Drop cookie dough onto each pineapple piece; space apart for spreading.
  8. Bake for 15–20 minutes or until golden brown around edges; cool before serving.

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