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Delicious Pineapple Upside Down Cookies on a plate ready to be enjoyed
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2.91 from 11 votes

Pineapple Upside Down Sugar Cookies

Delicious sugar cookies topped with caramelized pineapple rings, combining the flavors of classic pineapple upside down cake in a fun, handheld treat.
Prep Time15 minutes
Cook Time13 minutes
Total Time28 minutes
Course: Dessert
Cuisine: American
Keyword: Cookies, Easy
Servings: 12 cookies
Calories: 150kcal

Equipment

  • Mixing Bowl
  • Baking Tray
  • Parchment Paper

Ingredients

Ingredients

  • 1 cup Unsalted Butter, softened
  • 1 cup Granulated Sugar
  • 1 large Egg
  • 1 teaspoon Vanilla Extract
  • 2 cups All-Purpose Flour
  • 1 teaspoon Baking Soda
  • 1/2 teaspoon Salt
  • 10-12 rings Canned Pineapple, well-drained and patted dry
  • to taste Additional Sugar for Sprinkling

Instructions

  • Preheat your oven to 350°F (180°C). Line baking trays with parchment paper for easy cleanup.
  • Using a large mixing bowl, cream together the softened butter and sugar until light and fluffy, about 2-3 minutes with an electric mixer.
  • Beat in the egg and vanilla extract until well combined and smooth.
  • In a separate bowl, whisk together flour, baking soda, and salt. Gradually add the dry ingredients to the wet ingredients, mixing just until a soft dough forms.
  • Scoop about 2 tablespoons of dough per cookie onto the prepared baking trays, spacing them 2 inches apart.
  • Gently press a dried pineapple ring onto each mound of cookie dough, flattening slightly. Trim or halve the rings if necessary.
  • Sprinkle a bit of granulated sugar over the pineapple tops for a touch of sparkle and caramelization.
  • Bake for 11-13 minutes, or until the cookies are lightly golden around the edges and set in the center.
  • Allow cookies to cool on the baking tray for a few minutes before transferring to a wire rack to cool completely. Enjoy!

Notes

Store cookies in an airtight container at room temperature for up to 3 days. For longer storage, freeze cookies in a single layer for up to 2 months.

Nutrition

Calories: 150kcal | Carbohydrates: 20g | Protein: 1g | Fat: 7g | Saturated Fat: 4g | Cholesterol: 20mg | Sodium: 100mg | Potassium: 50mg | Sugar: 10g | Vitamin A: 200IU | Calcium: 10mg | Iron: 0.5mg