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Christmas Pineapple Upside-Down Sugar Cookies Recipe

Christmas Pineapple Upside-Down Sugar Cookies Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.9 from 5 reviews
  • Author: Kimberly
  • Prep Time: 20 minutes
  • Cook Time: 15 minutes
  • Total Time: 35 minutes
  • Yield: 12 cookies
  • Category: Dessert
  • Method: Baking
  • Cuisine: American
  • Diet: Vegetarian

Description

Delight your taste buds with these festive Christmas Pineapple Upside-Down Sugar Cookies. A mini upside-down dessert that combines the flavors of pineapple, cherries, and buttery sugar cookie dough, perfect for holiday gatherings or festive treats.


Ingredients

For the Cookie Dough:

  • 1/2 cup unsalted butter (softened)
  • 1/2 cup granulated sugar
  • 1/4 cup light brown sugar
  • 1 large egg
  • 1 tsp vanilla extract
  • 1 1/2 cups all-purpose flour
  • 1/2 tsp baking soda
  • 1/4 tsp salt

Toppings:

  • 1/2 cup crushed pineapple (drained well)
  • 1/4 cup maraschino cherries (halved)
  • 1/4 cup brown sugar (for topping)
  • 2 tbsp unsalted butter (melted, for topping)


Instructions

  1. Preheat the Oven: Preheat the oven to 350°F (175°C) and lightly grease or line a muffin tin.
  2. Prepare Toppings: In a small bowl, mix 1/4 cup brown sugar and 2 tablespoons melted butter. Spoon about 1 teaspoon of this mixture into the bottom of each muffin cup. Add crushed pineapple and half a cherry on top of the sugar-butter mixture in each cup.
  3. Make the Dough: In a large bowl, cream together softened butter, granulated sugar, and brown sugar until light and fluffy. Beat in the egg and vanilla. In a separate bowl, whisk together the flour, baking soda, and salt. Gradually mix the dry ingredients into the wet ingredients until fully combined.
  4. Assemble Cookies: Scoop dough into each muffin cup, pressing it over the fruit. Bake for 12–15 minutes until lightly golden. Cool in the pan for 5 minutes, then invert onto a rack to release the cookies.

Notes

  • Make sure the pineapple is well drained to avoid soggy bottoms.
  • Best served the day they’re made but can be stored in an airtight container for up to 3 days.