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Whoop, whoop: Chocolate-Pumpkin Whoopie Pies

Chocolate-Pumpkin Whoopie Pies

When I was 17 or so, I caught whooping cough. There was an outbreak in several of my city’s primary schools, and I caught it from some kids I was babysitting at the time. On the surface, whooping cough isn’t all that bad. You cough a lot, you get a couple weeks off school- as highly contagious diseases go, it’s pretty great. The thing you probably don’t know about whooping cough (unless you’ve had it yourself) is that even after you’re not contagious anymore, even after you feel healthy again and go back to normal life, you keep coughing. For several months.

For me, this slightly annoying fact was complicated by my friend Maya, who thought it was just hilaaaarious that I’d been so inflicted. She took to softly, subtly, with the most innocent of faces, saying “whoop, whoop” whenever I coughed. For the rest of the school year. So not only was I that weird coughing girl (always a great label to have in high school, let me tell you), but I had a constant whooping echo, too. Thank goodness we didn’t have every class together.

Chocolate-Pumpkin Whoopie Pies

I was reminded of Maya’s torturous teasing last month. She moved into a new apartment and emailed me to tell about the breaking in of her new kitchen. Appropriately enough, she’d made a batch of pumpkin whoopie pies. These festive fall treats were all over the food blogs last year with a contagiousness of their own. I remember thinking then that they looked delicious, but it took twelve months and a friendly tip to convince me to make them.

This week, after I’d peeled, cubed, steamed and puréed another pumpkin, I finally had an opportunity to. I opted to use Martha Stewart’s recipe, but added my own little tweak. I didn’t have quite as much pumpkin as the recipe called for (yes, I’ve been using it a lot- more pumpkin recipes are on their way), so I added in some cocoa powder for a bit of extra flavour. Chocolate and pumpkin? Whoop, whoop!

Chocolate-Pumpkin Whoopie Pies

  • Chocolate-Pumpkin Whoopie Pies
  • adapted from Pumpkin Whoopie Pies with Cream-Cheese Filling by Martha Stewart
  • makes 6 pies (easily doubled, but these things are huge!)
  • Whoopie Pies
    1 1/2 cups plain flour
    1/2 tsp. baking powder
    1/2 tsp. baking soda
    1/2 tsp salt
    1 tsp. ground cinnamon
    1 tsp. ground ginger
    2 Tbs. cocoa powder
    1 egg
    3/4 cup packed brown sugar
    1/2 cup vegetable oil
    3/4 cup pumpkin purée (from peeled, cubed, steamed and puréed pumpkin, or from a can)
    1/2 tsp. vanilla extract

    Cream Cheese Filling
    113g cream cheese, at room temperature
    57g butter, at room temperature
    1/2 tsp. vanilla extract
    1 cup icing sugar, sifted
    1/4 tsp. ground cinnamon
  • 1. Preheat the oven to 175°C/350°F, and line two baking sheets with parchment paper. In a large bowl, whisk together the flour, baking powder, baking soda, salt, cinnamon, ginger and cocoa powder. Set aside.

    2. In another bowl, beat the egg and brown sugar together with an electric beater until light and fluffy, about 3 minutes (or use a stand mixer). Add the oil, pumpkin purée and vanilla and beat for another minute. Add the dry ingredients to the wet and beat until just combined.

    3. Using a 1/4 cup ice-cream scoop or measuring cup, place large spoonfuls of the dough on the baking sheets, leaving about 3 inches between each one. Work quickly, as the batter will spread a bit. Bake for 15 minutes, until the tops are just springy to the touch. Remove to a cooling rack to cool completely before filling.

    4. While the whoopie pies cool, make the filling. Cream together the cream cheese and butter, adding the vanilla after they’re well combined. Sift in the icing sugar and cinnamon and beat to combine. Keep the filling in the fridge until you’re ready to use it.

    5. To fill the cookies, simply spread a few tablespoonfuls of filling on the flat side of one, and gently pair it with another, similar in size and shape. Whoopie pies should be kept in an airtight container in the fridge.


  1. kristina says:

    I love whoopie pies and these look delicious! I too bookmarked several recipes for pumpkin whoopie pies last year and never got round to making them. Must get in gear! And looking forward to more pumpkin recipes… K x

  2. Maya says:

    I have no recollection whatsoever these high school acts you accuse me of. Although I remember your whooping cough. You were at home for so long because of a cough! That whole “illness” still makes no sense to me.

    Your pies looks much more delicious than mine. Nice addition of cinnamon to the icing. Yum!

  3. Ele says:

    Kristina- This is the first time I’ve ever made them, and I thought it turned out well. I’ve never had a “real” one though, so I’m not really sure how they should be. They sure are huge, though- half of one is a big treat!

    Maya- Haha- suuuure you don’t remember. Whooping cough is serious stuff, Maya! I was highly contagious!

    I think the cocoa helps them look nice- when they’re darker, there’s more of a delicious contrast with the icing.

  4. Hilary says:

    I want to come over and get one of these delicious looking goodies, but it’s looking very Noah’s Ark outside…

  5. Ele says:

    Hil- I know, it’s sooo torrential out. But there’s less than an hour left of the farmer’s market, so I think I have to brave it. Maybe when it calms down I can bring you one.

  6. Dana says:

    I made pumpkin ones for my clients last year and they went crazy over them. I didn’t really understand until I tasted one – sooo good! Yours look perfect.

  7. Ele says:

    Dana- I’d never even heard of these until last year! They’re delicious, but I’m thinking that I should have made mini ones- I can barely handle half of one!

  8. [...] Whoop, whoop: Chocolate-Pumpkin Whoopie Pies [...]

  9. Natasha says:

    Eleanor – I follow your blog regularly and I am fascinated with the incredible dishes you create and prepare… Truth be told, it’s the sweets you make that actually leave me daydreaming.

    Pumpkin and chocolate… AMAZING ! These look so incredible, and could actually sway me into attempting to bake them (no easy feat since my first attempt in baking cookies left a bunch of pots and pans glowing red in the oven… I learned very quickly to never preheat an oven without checking what’s in it first.)

    Looking forward to your next dessert!

  10. Ele says:

    Natasha- Hey! I didn’t know you were a regular reader :) I’m so glad you like the sweet stuff, though I try to limit my baking to once a week.

    Haha, your story about preheating your oven terrifies me. You know the SATC episode where Carrie says “I store sweaters in my oven”? Every time I see that one I get scared, thinking “What if she decides to bake something and forgets to take out her clothes!?” Not that I have much to worry about, considering that it’s Carrie. And that she’s fictitious.

  11. [...] -friends type, it seemed a rather indulgent choice for just Andrew and myself. Last year I made Pumpkin Chocolate Whoopie Pies, but I was rather fancying something savoury this time around. Since I was already planning on [...]