Valentine’s Day Chocolate Sandwich Cookies

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I’m always on the hunt for desserts at the holidays.   Valentine’s Day is a special holiday because not only is it a day to celebrate love, it’s a day to celebrate my Great Aunt Esther!   Since I’ve been born Valentine’s Day has meant Aunt Esther’s Birthday and that means extra sweets!

Enjoy these fun Red Sandwich Cookies filled with Chocolate for the holidays!

I’m a big fan of cakes, cookies, and cupcakes and since nothing says Valentine’s Day like chocolate, I wanted to make the ultimate chocolate dessert.    I decided to do something a little different and made sandwich cookies.   It’s been a long time since I’ve made a sandwich cookie so I was excited to do it.

Check out these red sandwich cookies filled with chocolate!

My first thought was to make a red velvet cookie and fill it with chocolate frosting but that seemed to be overdoing the chocolate a bit.  I still wanted a red cookie and chocolate filling so I made the cookies with white chocolate pudding and simply colored it red.

Everyone will love these red Sandwich Cookie filled with Chocolate

The cookies had an interesting texture to them.  They were somewhere between a cookie and a whoopie pie.  They were a bright red color and I knew they’d look great with the chocolate filling.  I whipped up a quick chocolate buttercream, put it in a piping bag, and piped it on half of the cookies.  I topped them with the other half of the cookies and I was done!

I like that the white chocolate cookie toned down the overall chocolate of the entire cookie.  It was just the right amount of chocolate and white chocolate flavor with a pretty red color.  These would be great to give out to friends on Valentine’s Day or to serve as dessert to the one you love.

Enjoy these fun Red Sandwich Cookies filled with Chocolate for the holidays!

Valentine's Day Sandwich Cookies

Yield: 2 dozen
Prep Time: 20 minutes
Cook Time: 10 minutes
Total Time: 30 minutes

White chocolate cookies tinted red then filled with chocolate buttercream for a delicious cookie sandwich dessert!


For the cookies:

  • 1 1/2 c. flour
  • 1/2 teaspoon salt
  • 1/2 teaspoon baking powder
  • 3/4 c. butter, softened
  • 1 c. sugar
  • 2 teaspoons vanilla
  • 2 eggs
  • 1 small package white chocolate pudding
  • red food coloring

For the frosting:

  • 1/2 c. butter, softened
  • 1/3 c. cocoa powder
  • 2 1/2 c. powdered sugar
  • 2-4 Tablespoons milk
  • 1 teaspoon vanilla
  • Sprinkles (optional)


  1. Preheat the oven to 350 degrees.
  2. In a large bowl combine the flour, salt, and baking powder. Mix and set aside.
  3. In another large bowl cream the butter and sugar. Add in the vanilla and eggs and mix well. Stir in the white chocolate pudding mix.
  4. Pour the flour mixture into the butter mixture and mix until well combined.
  5. Add several drops of red food coloring and mix until evenly colored.
  6. Place 1-2 teaspoons of batter on an ungreased baking sheet. Bake for 9-10 minutes. Remove from oven and cool for 2-3 minutes before removing to a wire rack. Cool completely.
  7. Meanwhile, beat the butter for the frosting until smooth. Add in the cocoa powder and mix until combined.
  8. Add the powdered sugar, 1/2 cup at a time, until totally mixed. Add in enough milk to make desired consistency. Stir in vanilla.
  9. Put the chocolate frosting into a piping bag or zip top baggie and pipe onto half of the cookies. Top with remaining cookies.
  10. If desired, pour the sprinkles into a shallow dish. Roll the edges of the cookie frosting into the sprinkles.


Adapted from Grace and Good Eats

Valentine's Day Cookie Sandwiches filled with Chocolate

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