Claire’s Spooky Whoopie Pies

A few months ago my sister-in-law Leigh came home from her friend Claire Bradshaw’s house with several delectable whoopee pies.
The first thing I did was eat one, of course!
The second thing I did was call Claire and ask her for her recipe.
These pies are versatile. They can be filled with a marshmallow filling or a peanut butter filling. For Christmas I’m thinking of trying peppermint! I’m sure you’ll hear about that experiment.
Meanwhile, a plain butter frosting with a little spooky topping will stand me in good stead for Halloween. 

Claire suggested the spider-web design, and I’m sure she would do it much more neatly than I did (not a hard feat!).

Claire’s Spider-Web Pies
for the pies:
1/2 cup (1 stick) sweet butter at room temperature
1 cup sugar
1 egg
1-1/2 teaspoons baking soda
1/4 teaspoon salt
1 teaspoon vanilla
2 cups flour
5 tablespoons cocoa
1 cup milk
for the filling:
1 cup (2 sticks) sweet butter at room temperature
confectioner’s sugar as necessary to achieve desired consistency (I used about 2-1/2 cups)
2 teaspoons vanilla
milk or cream if necessary to stir
for assembly: 

candies and/or sprinkles if desired

Preheat the oven to 400 degrees. Grease 3 nonstick baking sheets. (You may use silicone or parchment, but I found that these particular cookies stick less on well greased sheets.)
In a large bowl cream the butter and sugar until they are creamy. Beat in the egg, the soda and salt, and the vanilla.
In another bowl combine the flour and cocoa. Add this mixture to the butter mixture, alternating with the milk. Combine just until smooth.
Drop tablespoons of the dough onto your cookie sheets 2 inches apart. (I used a little cookie scoop I got from King Arthur Flour to make the cookies as uniform as possible.)
Bake the cookies until they are firm when lightly touched (about 10 minutes).
Remove the cookies from the sheets as quickly as you can and put them on racks to cool completely.
When the cookies are cool make your filling. Beat the butter until it is soft; then add the confectioner’s sugar a little at a time. It will be a bit lumpy, but the vanilla should make everything adhere nicely. If it doesn’t, stir in a little milk or cream.
Spread a small amount of filling on the bottom of one cookie and top it with another cookie to make a little sandwich. Continue until all of your sandwiches are complete.

For extra Halloween fun, pipe a little filling on top of some of the pies in a spider web pattern and put a little candy spider in the web. I gave up on this project fairly quickly because I’m hopeless at making things like spider webs. You could also spread a little filling on top of some of the pies. Or just enjoy the chocolaty goodness without any adornment.

Truffle was not allowed to sample these particular treats, but she still hopes for some kind of Halloween handout.

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8 Responses to “Claire’s Spooky Whoopie Pies”

  1. Laurie says:

    YUM~to do an easy spider web, just make a coil of frosting, rolled up like a snake, and then drag a toothpick out from the center–that is the easy way to make the web pattern.

    These look delicious!

  2. I’ve never had a whoopee pie and think I’ll have to remedy that soon. These look like so much fun!

  3. Whoopee Pies looks great! Do you know how the pies got their name? Just curious. And I like Truffle’s costume. So glad she didn’t go as Lady Gaga. Too many Gagas this Halloween.

  4. tinkyweisblat says:

    Good question, Martha. I always assumed it was because they made the eater say “Whoopee,” which is certainly what one web site claims.

    I’m not 100 percent sure about that.

    But I do realize I should have called this blog post “Makin’ Whoopee.”

    Meanwhile, Truffle thanks you and agrees about Lady G. She’s more a Shirley Temple type.

    Laurie, I’m not sure even your method would work for my clumsy fingers, but I’ll give it a try. Abigail, do make them. Your daughter will thank you!

  5. I’ve never heard of whoppee pies – but they look good to me! And Truffle looks gorgeous in her costume!

  6. tinkyweisblat says:

    Thank you, Frayed! The white parts of Miss T’s ensemble glow in the dark so I can find her if she goes trick or treating.

  7. These are adorable! I’ve never made whoopee pies but now I know where to turn if I ever get the urge-thanks!

  8. tinkyweisblat says:

    It’s not an urge I get very often myself, EveryDay, but luckily, my neighbor Alice just happened to have a whole bunch of students coming so the calories weren’t too devastating to me personally!

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