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Delicious Pineapple Upside Down Cookie photo

Pineapple Upside Down Cookie

This Pineapple Upside Down Cookie is a delightful bite-sized treat combining buttery cookie goodness with tropical pineapple and maraschino cherries.
Prep Time15 minutes
Cook Time15 minutes
Total Time30 minutes
Course: Dessert
Cuisine: American
Keyword: Cookie, Easy, Pineapple, Quick, Sweet, Upside Down
Servings: 12 servings

Ingredients

  • 1 cup unsalted butter softened
  • 1 cup granulated sugar
  • 2 large eggs
  • 1 cup all-purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1 teaspoon vanilla extract
  • 1 cup crushed pineapple drained
  • 1/2 cup brown sugar packed
  • maraschino cherries for topping

Instructions

Pineapple Upside Down Cookie: Step-by-Step Guide

  • Begin by draining the crushed pineapple thoroughly to avoid soggy cookies. Set it aside while you prepare the dough.
  • In a large bowl, use an electric mixer to cream together the softened unsalted butter, granulated sugar, and brown sugar until the mixture is light and fluffy, about 3-4 minutes on medium speed.
  • Add the eggs one at a time, beating well after each addition. Stir in the vanilla extract.
  • In a separate bowl, whisk together the all-purpose flour, baking powder, baking soda, and salt.
  • Gradually add the flour mixture to the wet ingredients, mixing just until combined. Avoid overmixing.
  • Gently fold the drained crushed pineapple into the cookie dough, distributing it evenly without breaking it down too much.
  • Line your baking sheet with parchment paper or a silicone baking mat. Using a spoon or cookie scoop, drop dollops of dough spaced about 2 inches apart.
  • Sprinkle a small pinch of brown sugar on top of each cookie dough ball. Then, press a maraschino cherry gently into the center of each cookie, pushing it slightly into the dough.
  • Bake at 350°F (175°C) for 12-15 minutes, or until the edges are golden and the cookies have set.
  • Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a cooling rack.

Equipment

  • Mixing Bowls
  • Electric mixer or hand whisk
  • Measuring cups and spoons
  • Baking sheet or cookie tray
  • Parchment paper or silicone baking mat
  • Spoon or Cookie Scoop
  • Cooling rack

Notes

  • Chill the dough for 30 minutes before baking to prevent cookies from spreading too much.
  • Drain crushed pineapple thoroughly to avoid soggy cookies.
  • Store cookies in an airtight container at room temperature for up to 4 days or freeze for up to 3 months.