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Pineapple Upside Down Sugar Cookies


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  • Author: recipesforcook
  • Total Time: 27 minutes
  • Yield: 24 servings 1x
  • Diet: Vegetarian

Description

A sunny, nostalgic twist on classic dessert favorites with buttery sugar cookies topped with caramelized pineapple.


Ingredients

Scale
  • 1 cup unsalted butter (softened)
  • 1 cup granulated sugar
  • 1 large egg
  • 1 teaspoon vanilla extract (optional)
  • 2 cups all-purpose flour (or gluten-free blend)
  • 1 teaspoon baking soda
  • 1/2 teaspoon salt
  • 1 can canned pineapple rings (well-drained)
  • 2 tablespoons additional sugar for sprinkling

Instructions

  1. Preheat the oven to 350°F (175°C) and line two baking sheets with parchment paper.
  2. Drain the canned pineapple well and pat dry.
  3. Cream the softened butter and granulated sugar until light and fluffy, about 2–3 minutes.
  4. Beat in the egg and vanilla extract until combined.
  5. Whisk together the flour, baking soda, and salt in a separate bowl.
  6. Gradually add the dry ingredients to the wet mixture, mixing just until incorporated.
  7. Use a cookie scoop to portion dough onto the baking sheets, spacing cookies 2 inches apart.
  8. Press a pineapple ring into the center of each dough mound.
  9. Sprinkle a little sugar over each pineapple topping.
  10. Bake for 10–14 minutes for smaller cookies or 14–18 for larger cookies until edges are set.
  11. Remove from the oven and let cool for 5 minutes before transferring to a wire rack.

Notes

Chill the dough if it becomes too soft. Ensure pineapple is well dried to prevent soggy cookies.

  • Prep Time: 15 minutes
  • Cook Time: 12 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cookie
  • Calories: 151
  • Sugar: 10g
  • Sodium: 104mg
  • Fat: 8g
  • Saturated Fat: 4g
  • Unsaturated Fat: 4g
  • Trans Fat: 0g
  • Carbohydrates: 18g
  • Fiber: 0.4g
  • Protein: 1.4g
  • Cholesterol: 30mg