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Pineapple Upside Down Sugar Cookies: A Tasty Twist Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.2 from 44 reviews
  • Author: Kimberly
  • Prep Time: 20 minutes
  • Cook Time: 12 minutes
  • Total Time: 32 minutes
  • Yield: 24 cookies
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

Pineapple Upside Down Sugar Cookies offer a delightful twist on classic sugar cookies by incorporating crushed pineapple and maraschino cherries into the dough. These cookies combine a moist, tropical fruit flavor with the sweet, buttery taste of traditional sugar cookies, resulting in a soft and chewy treat that’s perfect for any occasion.


Ingredients

Cookie Dough

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 cup brown sugar, packed
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • 3 cups all-purpose flour
  • 1 teaspoon baking soda
  • 1/2 teaspoon salt

Fruit Mix-Ins

  • 1 cup crushed pineapple, drained
  • 1/2 cup maraschino cherries, halved


Instructions

  1. Preheat Oven: Preheat your oven to 350°F (175°C) to prepare for baking the cookies.
  2. Cream Butter and Sugars: In a large bowl, cream together the softened butter, granulated sugar, and packed brown sugar until the mixture is light and fluffy, which helps create a tender cookie texture.
  3. Add Eggs and Vanilla: Beat in the eggs one at a time along with the vanilla extract, mixing thoroughly to combine all wet ingredients evenly.
  4. Mix Dry Ingredients: In a separate bowl, whisk together all-purpose flour, baking soda, and salt to evenly distribute the leavening and seasoning.
  5. Combine Wet and Dry Ingredients: Gradually add the dry ingredient mixture to the wet ingredients, mixing just until combined to avoid overworking the dough.
  6. Incorporate Pineapple and Cherries: Gently fold in the drained crushed pineapple and halved maraschino cherries to evenly disperse the fruit flavors throughout the dough.
  7. Prepare Baking Sheet: Drop spoonfuls of the cookie dough onto a parchment-lined baking sheet, spacing them appropriately to allow for spreading during baking.
  8. Bake Cookies: Bake in the preheated oven for 10-12 minutes, or until the edges are lightly golden and the centers are set.
  9. Cool Cookies: Allow the cookies to cool on the baking sheet for a few minutes before transferring them to a wire rack to cool completely, ensuring optimal texture and flavor.

Notes

  • Make sure to drain the crushed pineapple well to prevent cookies from becoming too wet or soggy.
  • Use parchment paper to prevent sticking and make cleanup easier.
  • For extra flavor, chill the dough for 30 minutes before baking.
  • Store cookies in an airtight container to maintain freshness for up to 5 days.
  • These cookies can be frozen for up to 3 months before baking; thaw before baking.