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Pineapple Upside Sugar Cookies


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  • Author: Yusra
  • Total Time: 34 minutes
  • Yield: 10 to 12 large cookies
  • Diet: Vegetarian

Description

These Pineapple Upside Sugar Cookies combine the nostalgic flavor of pineapple upside-down cake with a soft, buttery sugar cookie base. Each cookie features a caramelized pineapple ring on top, making for a stunning and tropical dessert that’s as easy to serve as it is to love.


Ingredients

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 large egg
  • 1 teaspoon pure vanilla extract
  • 2 1/2 cups all-purpose flour
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon fine salt
  • 10 to 12 canned pineapple rings, well-drained and patted dry
  • Extra granulated sugar, for sprinkling

Instructions

  1. Preheat oven to 350°F (175°C) and line two baking sheets with parchment paper.
  2. Cream butter and 1 cup sugar in a large bowl for 3–4 minutes until light and fluffy.
  3. Add egg and vanilla extract; beat until fully combined.
  4. In a separate bowl, whisk together flour, baking soda, and salt.
  5. Gradually add dry ingredients to wet, mixing just until a soft dough forms.
  6. Roll about 1 1/2 tablespoons of dough into balls, place on baking sheets, and flatten slightly into disks.
  7. Press a dried pineapple ring into each dough disk gently but firmly.
  8. Sprinkle a pinch of granulated sugar over each pineapple ring.
  9. Bake for 12–14 minutes until edges are golden and centers are set.
  10. Cool on baking sheets for 5 minutes, then transfer to a wire rack to cool completely.

Notes

  • Pat pineapple rings very dry to prevent sogginess and encourage caramelization.
  • Add maraschino cherries in the center of rings for a classic look.
  • For extra flavor, add shredded coconut or a pinch of cinnamon.
  • Best enjoyed within 2 days for peak texture and taste.
  • Use light brown sugar in dough for a richer, deeper flavor.
  • Prep Time: 20 minutes
  • Cook Time: 14 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cookie
  • Calories: 240
  • Sugar: 17g
  • Sodium: 90mg
  • Fat: 12g
  • Saturated Fat: 7g
  • Unsaturated Fat: 4g
  • Trans Fat: 0g
  • Carbohydrates: 31g
  • Fiber: 0.5g
  • Protein: 2g
  • Cholesterol: 35mg