Spiderweb Whoopie Pies

Today’s recipe is a perfect way to end any Halloween celebration and to end this weeks posts.  Chocolaty cookies filled with sweet and fluffy orange filling,  finished off with a spooky icing spiderweb.  I had to try these out after seeing them in a recent Redbook issue.

It all starts with a cake mix which is always a fabulous way to begin in my book.  The filling is make with butter, cream cheese, and marshmallow fluff – a deadly but delicious triple combination.  Not only is the filling orange in color, but it also has a light orange flavor thanks to a little orange extract.  If you don’t have the orange extract, just use some vanilla extract in it’s place.  Then you create a simple spider web with a powder sugar glaze.  I also purchased spider rings to add to the whoopie pies.  I just cut off the ring part and set them on top of the cookie.

Spiderweb Whoopie Pies

Whoopie Pies:

  • 1 box (18 1/4-ounce) chocolate fudge cake mix, with pudding in the mix
  • 3 large eggs
  • 1/2 cup canola oil
  • 1/2 cup water


  • 1 cup (2 sticks) unsalted butter, softened
  • 2 cup confectioners’ sugar
  • 1 jar (7 1/2-ounce) Marshmallow Fluff
  • 4 ounces cream cheese, softened
  • 2 teaspoons orange extract
  • Orange gel food coloring (I used red and yellow)

Spiderweb Glaze:

  • 1 cup confectioners’ sugar
  • 1 1/2 tablespoons milk or water
  1. Prepare whoopie pies: Beat all ingredients in a bowl with a mixer on medium speed 3 minutes, or until batter is smooth. Let batter rest 30 minutes.
  2. Heat oven to 400 degrees F. Line several cookie sheets with parchment paper. Drop level 1 1/2 tablespoons of batter into mounds on baking sheets, spacing them 3 inches apart (6 to 8 mounds per sheet; you will get 24 mounds).
  3. Bake each sheet 11 minutes, or until cakes are puffed and a pick inserted into centers comes out clean. Transfer to a wire rack and cool completely. Bake remaining cakes.
  4. Prepare filling: In a large mixer bowl, cream together butter and sugar until fluffy. Add Marshmallow Fluff, cream cheese, and orange extract; continue mixing until blended. Tint filling a pale orange with food coloring.
  5. To assemble pies spread the flat side of 1 cake with 2 tablespoons of the filling; top with another cake, pressing down gently to distribute the filling evenly.
  6. To make Spiderweb Glaze, mix ingredients in a small bowl until thick and smooth. Transfer glaze to a small zip-top food-storage bag. Snip off a corner of bag and pipe a spiderweb design on top of each whoopie pie. Let glaze dry until hardened.

8 comments on “Spiderweb Whoopie Pies

  • Do you think this recipe would work with other flavors of box mix?

    Like a red velvet cake box mix? I would love to make a red velvet whoopie pie with creamcheese buttercream for the filling.

  • What a fantastic Halloween treat.

    I’d love for you to submit one of your beautiful photos, and a link to your post, to my new food photo gallery showcasing beautiful and flavorful baking.

  • I saw these this morning and thought they were so cute, I just HAD to make them! I doubled the recipe and I wanted to make them smaller so there would be a ton for what I need them for; I ended up with 61 little pies! The only problem I had was that the filling turned out too runny; I even added extra powdered sugar and also let it sit in the fridge to harden up a little, but I was not able to achieve the “height” that yours have. They are still yummy but I wish they were able to hold a little more filling. Consequently I have a bunch of filling left but I have no doubt that I’ll find a use for it before Halloween! 🙂


  • These are so cool! I’m making them next weekend for our family Halloween get together. I really like the little spider ring addition.

  • These sound great, Laura! I love the combination of orange and chocolate!

  • What great Halloween treats. have a great weekend.

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