Tag Archive for whoopie pies

Pumpkin Whoopie Pies with Maple Caramel Filling

Like many 10-year-olds, my son’s favourite store-bought cookie is the Oreo. He and I have a pact: we will never be without the black-and-white sandwich cookie in our house. Now, he doesn’t actually eat them that much, so a bag of those things lasts quite a long time in our house (thank goodness!).

pumpkin whoopie pies

A couple years back, in the spirit of Oreos, I made him some whoopie pies. Now, a whoopie pie is like a homemade version of the Oreo: a chocolate cookie sandwich with vanilla icing in between.

The other day, we bought a huge can of pumpkin at the store, and I spent the next 24 hours making everything pumpkin: muffins, scones, a risotto, and these.

Let’s just say his eyes bugged out when he took the first bite, and that’s a good sign.

The cookie is made with pumpkin and all the flavours that play nicely with pumpkin: cinnamon, nutmeg, ginger and cloves. I debated a while about what to use to stick the sandwiches together, because so many things go nicely with pumpkin: apples, vanilla, even chocolate. In the end, I went with a caramel made with maple syrup. It’s pretty perfect in every way.

Pumpkin Whoopie Pies with Maple Caramel Filling

For the cookies:

  • 2 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1 teaspoon baking soda
  • 1 teaspoon ground cinnamon
  • 1/2 teaspoon ground ginger
  • 1/4 tsp each of ground cloves and nutmeg
  • 1/2 teaspoon salt
  • 1/2 cup butter, softened
  • 1 1/4 cups granulated sugar
  • 2 large eggs, at room temperature, lightly beaten
  • 1 cup canned pumpkin
  • 1 teaspoon vanilla extract


  • In a large bowl, with an electric mixer, cream together the butter and sugar.
  • Add the eggs, one at a time, beating well after each one. Add the pumpkin and vanilla, and beat until incorporated.
  • In a medium bowl, combine all the dry ingredients, including the spices. Add the dry ingredients, a bit at  a time, to the wet, beating well each time.
  • Put the cookie dough into a piping bag or a large ziploc bag, and pipe circles (like kisses, not like a spiral) onto a parchment-lined baking sheet.
  • Bake at 350 for about 10-13 minutes, or until the top is springy. Remove from baking sheets and cool on wire racks.

For the filling:

Maple Caramel Sauce:

  • 1/2 cup  butter
  • 1 cup packed light brown sugar
  • 1/4 tsp. salt
  • 1/2 cup maple syrup

In a medium saucepan over medium-high heat, melt butter. Add sugar and salt. Cook, stirring constantly, until sugar is completely dissolved, then adjust heat to medium and boil 2 minutes longer. Add maple syrup and boil, stirring frequently, until sauce is thick, smooth, and coats a spoon, 2 to 4 minutes longer. Remove from heat and cool.

Maple Caramel Filling:

  • 6 tbsp butter, room temperature
  • 3 tbsp milk
  • 3 tbsp caramel sauce
  • 1/2 tsp vanilla extract
  • 2 cups icing sugar

Beat butter in a medium mixing bowl until smooth and creamy. Add in milk, caramel sauce, salt and vanilla extract. Gradually blend in sugar at medium/high speed until a thick, spreadable frosting comes together. Add more icing sugar gradually if frosting is too thin.

To assemble:

Put the icing in a piping bag with a large tip. Lay one cookie, top down, on your countertop, and ice it with the piping bag starting at the outer edges and spiralling in. Top with another cookie to make the sandwich complete. You could drizzle extra caramel sauce over the icing as well, or over the top of the whoopie pies.

Whoopie Pies

Uh-huh. That’s right. Whoopie. Pies.whoopie pieWhat, you may well ask, is a Whoopie Pie? Well, it’s a whole lot of yummy goodness, for one. It’s thought that its origins are rooted deep in Pennsylvania Amish tradition, where happy husbands would yell “Whooopie!” when they opened their lunch boxes in the field to discover one of these delicacies that their wives had baked and packed for them.

For us here North of the border, you are probably most familiar with the humble Oreo cookie, which was modeled after the Whoopie Pie. They are my son’s favorite cookies. Every night after dinner, he gets two Oreos: a chocolate one and vanilla one, and milk.

But these are so, so much more. The first time I ate one, there was a lot of happy dancing. Followed by a second cookie.

They are not hard to make, but there are quite a few steps, so they take some time. It should also be noted that there are many variations of this cookie: I’ve seen Red Velvet and Pumpkin versions, and filling versions that included marshmallow or cream cheese. This version is the straight-up, purist version: a chocolate cookie with a vanilla butter cream. I based this recipe on this one on Food TV.

Whoopie Pies


  • 2 ounces dark chocolate, chopped
  • 4 ounces semisweet chocolate, chopped
  • 1/2 cup unsalted butter
  • 1 cup sugar
  • 3 large eggs
  • 1 teaspoon pure vanilla extract
  • 1 cup all-purpose flour
  • 1/4 cup cocoa powder
  • 1/2 teaspoons baking powder
  • 3/4 salt


Place the chocolates and butter in a bowl over a pot of simmering hot water to melt. Stir occasionally until smooth. Remove from the heat and allow to cool for a few minutes.

In a separate bowl, whisk together the sugar, eggs and vanilla.

Temper the sugar/egg mixture with a little of the warm chocolate mixture, then slowly whisk the sugar/egg mixture into the chocolate mixture.

Sieve or sift together the dry ingredients in a separate bowl. Finally, add to the wet ingredients, and fold together.

Drop cookies by scoops onto a parchment-lined cookie sheet, and bake for 6 minutes at 375 degrees.

Remove from cookie sheet and cool on wire racks.


  • 1/2 cup butter, softened, at room temperature
  • 3/4 c icing sugar
  • 1 tsp vanilla
  • milk or cream

Cream the butter, then add the vanilla, and finally in the icing sugar, a little at a time if you are using an electric beater. Add drops of milk or cream until you get the right consistency.

Make little sandwiches out of the cookies, using two cookies and icing as the filling.

I really can’t describe how good these are. Really. Just trust me. Go make some.

And speaking of making Whoopie (pies)…