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“Pineapple Upside Sugar Cookies

Posted on July 3, 2025 by admin

Here’s a delicious and fun twist on a classic dessert — Pineapple Upside-Down Sugar Cookies! These cookies combine the buttery sweetness of sugar cookies with caramelized pineapple and cherries for a bite-sized tropical treat.


🍍 Pineapple Upside-Down Sugar Cookies

Ingredients:

Topping:

  • 1 can (20 oz) pineapple rings (cut into small chunks)

  • 1 jar maraschino cherries (halved or quartered)

  • ¼ cup unsalted butter, melted

  • ½ cup light brown sugar

Cookie Dough:

  • 1 cup unsalted butter, softened

  • 1 cup granulated sugar

  • 1 large egg

  • 2 tsp vanilla extract

  • 2½ cups all-purpose flour

  • ½ tsp baking soda

  • ¼ tsp salt


Instructions:

  1. Preheat oven to 350°F (175°C). Grease a standard muffin tin.

  2. Prepare topping:
    In a small bowl, mix melted butter and brown sugar. Spoon about 1 teaspoon of this mixture into each muffin cup.
    Add 2–3 small pieces of pineapple and 1 piece of cherry into the center of each.

  3. Make cookie dough:
    In a large bowl, cream together the butter and granulated sugar until light and fluffy.
    Beat in egg and vanilla.
    In a separate bowl, whisk together flour, baking soda, and salt.
    Gradually add dry ingredients to wet ingredients and mix until just combined.

  4. Assemble:
    Scoop a ball of cookie dough (about 1½ tablespoons) and flatten slightly. Place over the pineapple topping in each muffin cup and gently press to cover.

  5. Bake:
    Bake for 12–15 minutes, or until edges are lightly golden.

  6. Cool & Flip:
    Let cookies cool in the pan for about 5–7 minutes. Then carefully run a knife around the edges and invert the cookies onto a wire rack or tray. Let cool completely.

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