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Pineapple Upside Sugar Cookies Recipe

Pineapple Upside Sugar Cookies Recipe


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4.7 from 18 reviews

  • Author: admin
  • Total Time: 25 minutes
  • Yield: 12 cookies 1x
  • Diet: Vegetarian

Description

Indulge in these delightful Pineapple Upside Sugar Cookies that combine the classic flavors of pineapple upside-down cake with the simplicity of sugar cookies. These individual treats are perfect for a sweet tropical twist.


Ingredients

Scale

For the cookies:

  • 1 roll (16.5 oz) refrigerated sugar cookie dough

For the pineapple topping:

  • 1 cup crushed pineapple (drained)
  • ½ cup light brown sugar
  • 2 tablespoons unsalted butter, melted
  • 12 maraschino cherries, halved
  • Optional: ¼ teaspoon cinnamon for added flavor

Instructions

  1. Preheat the oven: Preheat oven to 350°F (175°C). Grease a standard 12-cup muffin tin.
  2. Prepare the pineapple topping: In a small bowl, mix the drained crushed pineapple, brown sugar, melted butter, and cinnamon if using. Spoon about 1 tablespoon of the mixture into each muffin cup. Place a cherry half (cut side up) in the center of each cup.
  3. Assemble the cookies: Slice the sugar cookie dough into 12 equal portions. Gently press one portion over each pineapple mixture, spreading slightly to cover.
  4. Bake: Bake for 12–15 minutes or until the cookie tops are golden brown.
  5. Cool and serve: Let the cookies cool in the pan for 5 minutes, then run a knife around the edges and carefully invert the muffin tin onto a wire rack or tray to release the cookies. Serve warm or at room temperature.

Notes

  • Make sure the pineapple is well drained to prevent soggy bottoms.
  • Best served the day of baking but can be stored in an airtight container for up to 2 days.
  • Prep Time: 10 minutes
  • Cook Time: 15 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cookie
  • Calories: 190
  • Sugar: 18g
  • Sodium: 140mg
  • Fat: 7g
  • Saturated Fat: 3g
  • Unsaturated Fat: 3g
  • Trans Fat: 0g
  • Carbohydrates: 30g
  • Fiber: 0g
  • Protein: 1g
  • Cholesterol: 10mg