Pineapple Upside Sugar Cookies

Ooh 🍍 these Pineapple Upside Sugar Cookies are a fun twist on the classic pineapple upside-down cake — soft, buttery sugar cookies topped with caramelized pineapple and cherries! Perfectly golden, gooey, and bite-sized tropical treats. 😋✨

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🍍 Pineapple Upside Sugar Cookies

Ingredients

For the Topping:

• ¼ cup (60 g) unsalted butter, melted
• ½ cup (100 g) brown sugar, packed
• 6 pineapple rings (fresh or canned, drained and patted dry)
• 6 maraschino cherries

For the Cookie Dough:

• ½ cup (115 g) unsalted butter, softened
• ½ cup (100 g) granulated sugar
• ¼ cup (55 g) brown sugar, packed
• 1 large egg
• 1 teaspoon vanilla extract
• 1 ½ cups (190 g) all-purpose flour
• ½ teaspoon baking soda
• ¼ teaspoon salt

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