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Pineapple Upside Down Cookies 89.png

Pineapple Upside Down Cookies

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๐Ÿ Pineapple Upside Down Cookies bring a sweet tropical flavor with a buttery brown sugar glaze and juicy pineapple topping.
๐Ÿช These soft, fluffy sugar cookies make a delightful, visually appealing treat perfect for any occasion.

  • Total Time: 45 minutes
  • Yield: 13 cookies

Ingredients

– 1 cup butter at room temperature

– 1 1/2 cups granulated sugar

– 2 eggs

– 2 teaspoons vanilla extract

– 1/2 cup sour cream

– 3 cups flour

– 1 teaspoon baking powder

– 1 teaspoon cornstarch

– 1/2 teaspoon salt

– 13 canned pineapple slices

– 13 maraschino cherries

– 1/2 cup melted butter

– 1 cup packed light brown sugar

Instructions

1-Making pineapple upside down cookies from scratch: Start by preheating your oven to 350 degrees Fahrenheit and prepare a mini round cake pan for baking. This method ensures your cookies turn out golden and full of flavor.

2-Cream together: 1 cup butter and 1 1/2 cups granulated sugar until light and fluffy. Then, add 2 eggs, 2 teaspoons vanilla extract, and 1/2 cup sour cream; mix until combined to create a smooth base.

3-Next, incorporate: 3 cups flour, 1 teaspoon baking powder, 1 teaspoon cornstarch, and 1/2 teaspoon salt to form the dough. In a separate bowl, mix 1/2 cup melted butter and 1 cup packed light brown sugar for the glaze.

4-Spoon about: 1 tablespoon of the butter-sugar mixture into each pan cavity, spreading to cover the bottom. Place 1 canned pineapple slice on top, then add 1 maraschino cherry in the center of each slice.

5-Drop 3 tablespoons: of cookie dough over each pineapple slice and flatten gently. Bake for 25 minutes or until edges are golden and the brown sugar bubbles up the sides. After baking, cool for 10 minutes, then invert onto wax paper to capture the glaze, and reposition pineapple if needed.

Last Step:

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Notes

๐Ÿ’ Using canned pineapple and maraschino cherries makes this recipe simple and accessible year-round.
๐Ÿ Use wax paper when inverting cookies to catch sticky glaze and reposition any displaced pineapple slices.
โฐ Enjoy the cookies fresh within a few days to maintain softness and flavor.

  • Author: Brandi Oshea
  • Prep Time: 20 minutes
  • Cook Time: 25 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cookie
  • Calories: 519
  • Sugar: 49 g
  • Sodium: 283 mg
  • Fat: 23 g
  • Saturated Fat: 14 g
  • Carbohydrates: 73 g
  • Fiber: 1 g
  • Protein: 4 g
  • Cholesterol: 86 mg