Pineapple Surprise Cookies Recipe -

Pineapple Surprise Cookies

Recipe by  

"Delicious soft cookies filled with pineapples."

+ Recipe Box + Shopping List + Menu Print

Ingredients Edit and Save

Original recipe makes 2 dozen Change Servings


  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.
Kitchen-Friendly View

Reviews More Reviews

Most Helpful Positive Review
Apr 25, 2007

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.

Most Helpful Critical Review
Sep 11, 2008

These were okay. Kind of rubbery. I probably won't be making them again. However, the plate was empty by the end of the night someone in my house must have liked them.


8 Ratings

Jul 17, 2003

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.

Aug 06, 2007

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!

Jan 13, 2009

I made these for Christmas '07 cookie trays. I liked that the old-fashioned taste and appearance, but I'm not sure many others did. The filling is reminiscent of pineapple ice cream topping, which I happen to love. If you don't, you probably won't like these cookies either.

Feb 01, 2006

The recipe sounded great and I was trying to find some way to use a little leftover pineapple... Unfortunately, the filling just did not work for me. And that's okay, I had to throw out what was in the pan (it was like a big, gluey, hard mess!) but it wasn't a big deal. I had already made the dough, so I just did tablespoon-sized drop cookies. They came out so soft and yummy, very similar to the Carrot Cookies with Orange Glaze recipe my mother's been making since I was little but without the carrots and spice. Not too sweet, so my husband (who has no sweet tooth at all!) enjoyed them. Thank you, Jady, I WILL try the filling again one day!

Jul 08, 2004

this is an awesome recipe...i made this a while ago and everyone inhaled them. now i'm going to try it with raspberries!


Rate This Recipe

Glad you liked it! Your friends will, too:


  • Calories
  • 130 kcal
  • 6%
  • Carbohydrates
  • 20.2 g
  • 7%
  • Cholesterol
  • 16 mg
  • 5%
  • Fat
  • 4.8 g
  • 7%
  • Fiber
  • 0.4 g
  • 2%
  • Protein
  • 1.7 g
  • 3%
  • Sodium
  • 37 mg
  • 1%

* Percent Daily Values are based on a 2,000 calorie diet.

See More
Subscribe Today!

In Season

Tart, Flavorful Rhubarb
Tart, Flavorful Rhubarb

Rhubarb adds its tangy flavor to everything from salsa to lemonade. Don't forget the pie.

Perfect Summer Smoothies
Perfect Summer Smoothies

Warm weather calls for a cold, fruity smoothie. Choose from over 400 refreshing recipes.

Subscribe Today! Only $7.99
Subscribe Today! Only $7.99

Delicious recipes, party ideas, and cooking tips! Get a year of Allrecipes magazine for $7.99!

Related Videos

How to Decorate Cookies

Become a cookie decorating artist!

How to Make Cookies

Follow this simple recipe for perfect homemade cookies.

Rainbow Cookies

See how to make moist, layered cookies loaded with almond flavor.

Related Menus

Sorry, there are no related menus here yet.

Recently Viewed Recipes

Argentina  |  Australia & New Zealand  |  Brazil  |  Canada  |  China  |  France  |  Germany  |  India  |  Italy  |  Japan  |  Korea  |  Mexico

Netherlands  |  Poland  |  Quebec  |  Russia  |  SE Asia  |  United Kingdom & Ireland  |  United States