Pineapple Star Cookies

Total Time

Prep: 25 min. + chilling Bake: 10 min./batch + cooling


2 dozen

Updated: Nov. 11, 2022
I'm grateful my neighbor gave me this special recipe. When you see the cookies' pretty shape and savor the pineapple filling and sweet frosting, you'll know they're worth the effort. —Sarah Lukaszewicz, Batavia, New York
Pineapple Star Cookies Recipe photo by Taste of Home
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  • 1 cup butter, softened
  • 1 package (8 ounces) cream cheese, softened
  • 2 cups all-purpose flour
  • 1/3 cup sugar
  • 2-1/4 teaspoons all-purpose flour
  • 1/2 cup unsweetened crushed pineapple
  • 1 cup confectioners' sugar
  • 2 tablespoons butter, melted
  • 2 tablespoons whole milk
  • 1/2 teaspoon vanilla extract
  • 1/2 cup chopped walnuts


  1. In a large bowl, cream the butter and cream cheese until light and fluffy, 3-4 minutes. Add the flour and mix well. Cover and refrigerate until easy to handle, about 2 hours.
  2. Meanwhile, in a saucepan, combine sugar and flour; add pineapple and stir until blended. Cook over low heat until mixture comes to a boil and is thickened. Cover and refrigerate.
  3. Divide dough in half. On a lightly floured surface, roll out each portion to 1/8-in. thickness. Cut into 3-in. squares. Place 1 in. apart on ungreased baking sheets.
  4. To form star, make a 1-1/4-in. cut from each corner toward center (do not cut through center). Place 1/2 teaspoon of pineapple filling in the center of each. Fold every other point toward the center, overlapping pieces; press lightly to seal.
  5. Bake at 375° until set, 8-10 minutes. Remove to wire racks to cool.
  6. For frosting, combine the confectioners' sugar, butter, milk and vanilla in a bowl until smooth. Drizzle over cookies; sprinkle with walnuts.

Nutrition Facts

1 cookie: 199 calories, 14g fat (8g saturated fat), 33mg cholesterol, 99mg sodium, 18g carbohydrate (9g sugars, 0 fiber), 2g protein.