Print

Pineapple Upside-Down Sugar Cookies

Pineapple Upside-Down Sugar Cookies

5 Stars 4 Stars 3 Stars 2 Stars 1 Star

No reviews

Indulge in the delightful taste of Pineapple Upside-Down Sugar Cookies, an enchanting fusion of chewy sugar cookies topped with caramelized pineapple and cherries. These treats bring the iconic flavors of a classic pineapple upside-down cake into a fun cookie format, making them perfect for any occasion—be it a festive gathering or a simple afternoon snack. The buttery cookie base beautifully complements the sweet, juicy topping, creating a treat that will impress family and friends alike. With straightforward instructions and easily accessible ingredients, baking these cookies is not only enjoyable but also rewarding.

Ingredients

Scale
  • 1/2 cup unsalted butter, melted
  • 1/2 cup brown sugar, packed
  • 1 can (20 oz) pineapple slices, drained and cut into small pieces
  • Maraschino cherries, halved
  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 large egg
  • 1 tsp vanilla extract
  • 2 1/2 cups all-purpose flour
  • 1 tsp baking powder
  • 1/4 tsp salt

Instructions

  1. Preheat your oven to 350°F (175°C) and lightly grease or line a muffin tin with parchment rounds.
  2. In a small bowl, mix the melted butter and brown sugar until combined. Spoon about 1 tablespoon of this mixture into the bottom of each muffin cup. Place a few small pieces of pineapple on top of the brown sugar mixture, then press half of a maraschino cherry in the center of each one.
  3. In a large bowl, cream together the softened butter and granulated sugar until light and fluffy. Beat in the egg and vanilla extract until well combined.
  4. In a separate bowl, whisk together the flour, baking powder, and salt. Gradually add the dry ingredients to the wet ingredients, mixing until a soft dough forms.
  5. Take about 1 1/2 tablespoons of cookie dough and press it over the pineapple and cherry topping in each muffin cup. Gently flatten the dough so it evenly covers the topping.
  6. Bake the cookies for 12-15 minutes or until the edges are lightly golden.
  7. Let the cookies cool in the muffin tin for 5 minutes before carefully flipping the tin over onto a parchment-lined surface or cooling rack.
  8. Serve warm or at room temperature.

Nutrition