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Pineapple Upside Down Sugar Cookies

Pineapple Upside Down Sugar Cookies: Soft Chewy Treats


  • Author: Roni Williams
  • Total Time: 35 minutes
  • Yield: 24 cookies 1x
  • Diet: Vegetarian

Description

These Pineapple Upside Down Sugar Cookies combine the bright, caramel‑kissed pineapple topping of a classic upside‑down cake with a soft, buttery sugar cookie base. Each bite delivers a juicy fruit burst, a hint of vanilla, and a golden, slightly crisp edge. Perfect for holidays, brunches, or an everyday sweet treat, this easy recipe uses pantry staples and yields 24 chewy cookies that look as inviting as they taste. Serve them warm with a drizzle of extra pineapple jam for an indulgent finish.Y


Ingredients

Scale
  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 2 large eggs
  • 2 teaspoons vanilla extract
  • 2 cups all-purpose flour
  • 1 teaspoon baking powder
  • ½ teaspoon salt
  • 1 cup crushed pineapple, drained
  • ½ cup brown sugar

Instructions

  1. Preheat oven to 350°F (175°C) and line a baking sheet with parchment paper.
  2. Cream butter and granulated sugar until light and fluffy. Beat in eggs one at a time, then stir in vanilla extract.
  3. Whisk flour, baking powder, and salt together; gradually add to wet ingredients, mixing until just combined.
  4. Fold in crushed pineapple gently.
  5. Mix brown sugar with a splash of water to form a paste; spread on bottom of each cookie spot.
  6. Drop spoonfuls of dough on top of the brown sugar mixture, spacing 2 inches apart.
  7. Bake 12-15 minutes until edges are lightly golden.
  8. Cool on sheet 5 minutes, then transfer to a wire rack to cool completely.

Notes

  • For extra caramelization
  • brush tops with a little melted butter after baking. Store in an airtight container with a slice of bread to keep cookies soft for up to a week.
  • Prep Time: 20 minutes
  • Cook Time: 15 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cookie
  • Calories: 150
  • Sugar: 20g
  • Sodium: 120mg
  • Fat: 8g
  • Saturated Fat: 5g
  • Unsaturated Fat: 2g
  • Trans Fat: 0g
  • Carbohydrates: 22g
  • Fiber: 0g
  • Protein: 2g
  • Cholesterol: 30mg

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