Pineapple Surprise Cookies

7 Reviews Add a Pic
Recipe by  Jady

“Delicious soft cookies filled with pineapples.”

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Adjust Servings

Original recipe yields 2 dozen


  1. Cream shortening with sugar and well-beaten eggs. Stir in milk and vanilla. Sift flour with baking powder and mix into egg mixture. Chill dough until firm.
  2. To Make Filling: Mix cornstarch and 3/4 cup sugar, add pineapple and lemon juice. Bring to a boiling point and boil gently until the consistency of jam, stirring frequently to prevent burning. Cool before using.
  3. Roll dough out thin and cut with cookie cutter or small glass. Put spoonful of filling on half the rounds, cover with others and seal edges with a fork. Sprinkle with sugar or cinnamon. Bake at 375 degrees F (190 degrees C) for 10 minutes or so.

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Reviews (7)

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Patti Bornes

Patti Bornes

Turns out to be a very tasty, cakelike, old-fashioned cookie ... but set aside a few hours to make them. I only got a dozen and a half out of this recipe, but they were well received. Crimp gently with a fork. Dough is tender and rips easily, but if you seal it with your fingers only they'll leak.



These cookies were amazing. We ran out of granulated sugar so we made a glaze with confectioners sugar and a little milk. They were like little turnovers.

Lala Haha

Lala Haha

When I made this I must have made the dough circles bigger than what it is suppose to be but I can't imagine putting the pineapple sauce on anything smaller. I ended up with a dozen cookies. However, we loved the cookies. My husband took a few to snack on at work and his co-workers tasted one and asked him to have me make more!

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Amount Per Serving (24 total)

  • Calories
  • 130 cal
  • 6%
  • Fat
  • 4.8 g
  • 7%
  • Carbs
  • 20.2 g
  • 7%
  • Protein
  • 1.7 g
  • 3%
  • Cholesterol
  • 18 mg
  • 6%
  • Sodium
  • 37 mg
  • 1%

Based on a 2,000 calorie diet



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Surprise Cookies


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Pineapple Cookies I