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Christmas Pineapple Upside-Down Sugar Cookies Recipe

Christmas Pineapple Upside-Down Sugar Cookies Recipe


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4.5 from 24 reviews

  • Author: admin
  • Total Time: 38 minutes
  • Yield: 12 cookies 1x
  • Diet: Vegetarian

Description

These Christmas Pineapple Upside-Down Sugar Cookies combine the classic holiday flavors of pineapple and cherry with a soft, buttery sugar cookie base. Perfectly moist and festive, they make a delightful treat for holiday gatherings or cozy winter afternoons. The inverted presentation reveals a caramelized fruit topping, enhanced with optional red and green sprinkles for a cheerful holiday look.


Ingredients

Scale

Cookie Dough

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

Topping

  • 1/4 cup light brown sugar
  • 1 tablespoon unsalted butter (melted)
  • 6 canned pineapple rings (cut into small pieces)
  • 6 maraschino cherries (halved)
  • Red and green sprinkles (optional, for garnish)

Instructions

  1. Prepare the muffin tin and topping: Preheat the oven to 350°F (175°C) and grease a standard muffin tin thoroughly. In a small bowl, mix the light brown sugar with the melted butter until well combined. Spoon about 1 teaspoon of this mixture into the bottom of each muffin cup. Top each portion with 3 to 4 small pieces of pineapple and half a maraschino cherry placed cut-side up in the center.
  2. Cream the butter and sugar: In a large mixing bowl, beat the softened unsalted butter together with the granulated sugar until the mixture becomes light and fluffy. This aeration helps create a tender cookie texture.
  3. Add egg and vanilla: Beat in the egg followed by the vanilla extract until fully incorporated, ensuring a smooth batter.
  4. Combine dry ingredients: In a separate bowl, whisk together the all-purpose flour, baking powder, and salt to evenly distribute the leavening agent and seasoning through the flour.
  5. Mix dry ingredients into wet: Gradually add the dry mixture to the wet ingredients, mixing gently but thoroughly until just combined into a soft cookie dough.
  6. Fill muffin cups with dough: Using a spoon or cookie scoop, place about 1 1/2 tablespoons of dough into each muffin cup, gently pressing it to cover the pineapple and cherry layer evenly.
  7. Bake: Place the muffin tin into the preheated oven and bake for 15 to 18 minutes, or until cookie tops are lightly golden and a toothpick inserted into the cookie base comes out clean.
  8. Cool and invert: Allow the cookies to cool in the tin for about 5 minutes. Carefully invert the muffin tin onto a baking sheet or wire rack to release the cookies, revealing the caramelized pineapple and cherry topping.
  9. Garnish and serve: Optionally sprinkle red and green festive sprinkles on top while the cookies are still warm. Serve the cookies warm or at room temperature for the best flavor and texture.

Notes

  • For even easier removal, line the muffin cups with parchment strips before adding the topping and dough.
  • These cookies are best served on the same day for optimal freshness but can be stored in an airtight container at room temperature for up to 2 days.
  • To add extra holiday flavor, consider mixing a pinch of cinnamon or nutmeg into the dough.
  • Prep Time: 20 minutes
  • Cook Time: 18 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cookie
  • Calories: 160
  • Sugar: 15 g
  • Sodium: 55 mg
  • Fat: 7 g
  • Saturated Fat: 4 g
  • Unsaturated Fat: 3 g
  • Trans Fat: 0 g
  • Carbohydrates: 23 g
  • Fiber: 0 g
  • Protein: 1 g
  • Cholesterol: 25 mg