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Pineapple Upside Sugar Cookies Recipe

Pineapple Upside Sugar Cookies

Delicious cookie cups made with pineapple and cherries, perfect for any gathering.
Prep Time 20 minutes
Cook Time 25 minutes
Total Time 45 minutes
Course Dessert
Cuisine American
Servings 13 servings
Calories 320 kcal

Equipment

  • Mini round cake pan For baking the cookie cups.

Ingredients
  

Main Ingredients

  • 1 cup butter, room temperature
  • 1.5 cups granulated sugar
  • 2 tsp. vanilla extract
  • 0.5 cup sour cream
  • 3 cups all-purpose flour
  • 1 tsp. baking powder
  • 1 tsp. cornstarch
  • 0.5 tsp. salt
  • 13 canned pineapple slices
  • 13 maraschino cherries
  • 0.5 cup butter, melted
  • 1 cup light brown sugar, packed

Instructions
 

  • Preheat the oven to 350°F (175°C) and prepare a mini round cake pan.
  • In a large mixing bowl, cream together the butter and granulated sugar until light and fluffy.
  • Add the eggs, vanilla extract, and sour cream, mixing until well combined.
  • Incorporate the flour, baking powder, cornstarch, and salt into the mixture, stirring until just combined to form the cookie dough.
  • In a separate bowl, combine the melted butter and packed brown sugar until smooth.
  • Spoon about a tablespoon of the brown sugar mixture into each cavity of the pan, spreading it evenly on the bottom.
  • Place a pineapple slice on top of the brown sugar with a maraschino cherry in the center.
  • Scoop 3 tablespoons of cookie dough on top of the fruit. Flatten the dough with an offset spatula.
  • Bake in the preheated oven for 25 minutes or until the edges are golden brown and the brown sugar is bubbling.
  • Allow the cookie cups to cool for 10 minutes, then carefully invert them onto a wax paper-covered surface to catch any drips.
  • Let the cookie cups cool completely before serving. Store in an airtight container and enjoy within 2-3 days for the best taste.

Notes

For a twist, try adding a sprinkle of cinnamon or a dash of rum extract to the cookie dough for extra flavor.
Keyword Pineapple Upside Sugar Cookies Recipe