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Freshly baked Pineapple Upside-Down Cookies on a plate

Pineapple Upside-Down Sugar Cookies

A delightful twist on a classic dessert, these cookies blend the sweet, tropical flavor of pineapple with the chewy goodness of sugar cookies, perfect for sharing and enjoying.
Prep Time 15 minutes
Cook Time 15 minutes
Total Time 30 minutes
Servings: 24 cookies
Course: Dessert
Cuisine: American
Calories: 210

Ingredients
  

For the Cookies
  • 1 cup unsalted butter, softened Ensure butter is at room temperature for optimal mixing.
  • 1 cup granulated sugar
  • 1 cup brown sugar, packed
  • 2 large eggs Room temperature.
  • 2 teaspoons vanilla extract
  • 3 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon salt
  • 1 cup crushed pineapple, drained Ensure to drain well to avoid sogginess.
  • Maraschino cherries optional for topping Adds a pop of color and sweetness.

Method
 

Preparation
  1. Preheat the oven to 350°F (175°C). Grease a baking sheet or line it with parchment paper.
  2. In a large mixing bowl, cream together the softened butter, granulated sugar, and brown sugar until light and fluffy.
  3. Beat in the eggs one at a time, then stir in the vanilla extract.
  4. In another bowl, whisk together the flour, baking powder, and salt. Gradually add the dry ingredients to the wet mixture, mixing until just combined.
  5. Fold in the crushed pineapple.
  6. Drop spoonfuls of dough onto the prepared baking sheet, spacing them about 2 inches apart.
  7. If desired, place a maraschino cherry on top of each cookie.
  8. Bake for 12-15 minutes, or until the edges are golden brown.
  9. Allow cookies to cool on the baking sheet for a few minutes before transferring them to a wire rack to cool completely.

Notes

Store cookies in an airtight container for up to a week. To maintain soft texture, add a slice of bread in the container. Cookies can be frozen for up to three months.
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