Pumpkin Whoopie Pies

Whoopie!!! That’s what I want to say when I bite into one of these.

Rich buttercream filling that’s sandwiched between two very soft and tender pumpkin cookies. It doesn’t get much better.

I loved how melt-in-my-mouth soft and moist these cookies were, which I attribute to three major ingredient choices. First, brown sugar is used exclusively, which renders cookies softer and moister than using granulated sugar.

Secondly, oil rather than butter is used, which keeps muffins and cakes extra moist. And finally, the pumpkin puree tenderizes and moistens the batter. Anything made with any or all of those ingredients usually turns out especially soft, moist, and tender and the cookies are no exception.

The batter for the cookies is like pumpkin cupcake batter. As I was pouring it onto baking sheets, I was thinking, am I really doing this? It was so soupy, and I was worried, but it turns out I had no reason to be.

I hate dealing with piping bags but if you think that would be easier, be my guest. I just don’t like that so much of the precious cargo gets stuck to the sides and is wasted.

I used a one-quarter cup measuring cup and scooped batter from the mixing bowl onto baking trays, not quite filling the cup full. Because there’s a decent amount of oil in the batter, it slid right out of the measuring cup. Like butter. And I placed six mounds of dough on each of the two baking trays.

I only yielded 6 completed whoopie pies. My whoopie pies were borderline extra-large but because the pumpkin cookies are soft and light, extra-large didn’t seem ridiculously huge.

Two huge cookies with nearly one inch-thick buttercream filling didn’t seem ridiculously huge to me. Okay moving on.

My first batch of whoopie pies disappeared far too quickly. I loved them so much, I made a second batch, and I increased the amount of spices. I nearly doubled the amounts of cinnamon, ginger, cloves and tossed in some pumpkin pie spice because I love robust, intense, and bold flavors when it comes to warming spices. Extra cinnamon, yes please. Plus, pumpkin stands up incredibly well to boldly spiced treats. A dash of molasses or maple would also be nice.

I just wanted to pick off these little morsels and squish them between my fingers. The cookies are soft and remind me of my days squishing Little Debbie Oatmeal Cream Pies as a kid.

Some people make the filling with vegetable shortening, but I prefer butter in my buttercream, because the flavor can’t be beat. However, the advantage to using shortening is that is has much more structure than butter and so the filling is firmer, holds up better, and has more density and less squish than a butter-based buttercream.

Buttercream layered on thick and in plentiful abundance. The only way frosting and fillings should be.

Pumpkin Whoopie Pies

Prep Time: 20 minutes

Cook Time: 12 minutes

Total Time: 32 minutes

Yield: 6 very large whoopie pies

Soft and tender pumpkin cookies with a thick layer of sweet buttercream sandwiched between them will make you scream Whoopie for one of these fun pies. They're easy and fast to make, moist, and rich.


For the Cookies

1 cup light brown sugar, packed

1/2 cup canola or vegetable oil

3/4 cup pumpkin puree

1 large egg

1 1/2 teaspoons vanilla extract

1 teaspoon cinnamon

1 teaspoon ground ginger

1/2 teaspoon pumpkin pie spice

1/4 teaspoon ground cloves

1/4 teaspoon allspice

1/2 teaspoon salt, optional and to taste

1 1/2 cups all-purpose flour

1/2 teaspoon baking powder

1/2 teaspoon baking soda

For the Buttercream Filling

2 tablespoons milk

1 teaspoon vanilla extract

2 cups powdered sugar, sifted and divided

1/2 cup unsalted butter, softened


For the Cookies - Preheat oven to 325°F and line two baking sheets with Silpat liners or parchment paper; set aside. In a large mixing bowl, combine first 11 ingredients, up to the salt, and whisk until smooth. Add the remaining ingredients, and mix until just combined; don’t overmix. Batter will be soft and runny.

Using a one-quarter cup measure, scoop the batter onto prepared baking sheets, six round mounds of batter per sheet; this may also be done with a pastry bag if preferred.

Bake for about 12 to 14 minutes, or until tops have set. Cookies will be very soft and may look underdone, but firm up as they cool. Allow cookies to cool on baking sheets for at least 10 minutes before moving them to rack to finish cooling. Allow cookies to cool completely before filling and sandwiching them together. While they cool, make the filling.

For the Buttercream Filling - To the bowl of a stand mixer fitted with a whisk attachment, combine the milk, vanilla extract, and 1 cup of the powdered sugar, then mix on high speed until the mixture is creamy and light. Add butter and remaining cup of sugar, and whip on high speed until very light, about 8 to 10 minutes.

Apply a generous dollop of frosting to 6 of the cookies. Sandwich them together with the remaining unfrosted 6 cookies, creating 6 whoopie pies. Whoopie pies are best fresh, but extras may be stored airtight in the refrigerator (due to the buttercream) for about 3 days. If you prefer to keep them at room temperature, the frosting may be made with 1/4 cup vegetable shortening instead of butter.


Related Recipes:

Pumpkin Chocolate Chip Bundt Cake with Chocolate Ganache – Takes five minutes to make the batter by hand and it’s one of the moistest cakes I’ve ever had and will be a favorite for years to come. The ganache can be made in the microwave and is a snap

Pumpkin Banana Bread with Browned Butter Cream Cheese Frosting – This bread is a mixture of both pumpkin and banana flavors whereas the above cake is more robustly pumpkin-flavored. Depending on the flavor profile you want, they’re both moist, dense, pumpkiny, and you can’t go wrong with either

Pumpkin Chocolate Chip Cookies – A soft and tender pumpkin cookie meets a chewy and classic chocolate chip cookie, rolled into one

Pumpkin Spice Peanut Butter and Chocolate Chip Granola (vegan, GF) – I can’t get enough of the pumpkin + chocolate combo this fall. This granola is a snap to make so you’ll never have to buy overpriced storebought granola again

Pumpkin Spice Latte (vegan, GF) – A homemade and natural version using real pumpkin rather than artificial syrups

All Pumpkin Recipes here

Have you ever made whoopie pies?


  1. definitely follow you on Pinterest already, and most recently pinned the recipe for Brown Sugar Cranberry Whole Wheat Bread. I pretty much pin your recipes daily anyway, from your posts :D

  2. my favorite pumpkin recipe? ooo, that’s a doozy…my mom makes a killer spicy pumpkin soup that is to DIE for, but I also love muffins and breads of all kinds! the most recent pumpkin recipe I made, which I’ll say is a new favorite, is for homemade pumpkin spice coffee syrup (Savvy Eats – http://www.savvyeat.com/improved-coffee-shop-pumpkin-syrup/). mine didn’t QUITE turn out like her picture, and when I tasted it by itself I thought it was too spicy and not sweet enough. but add it into some strong coffee with a splash of half and half, and you’ve got a coffee-shop taste at home!

  3. My favorite pumpkin recipe is Cook’s Illustrated Pumpkin Pie. It is amazing!


  4. I am not a big pumpkin fan but I will eat it if it has cream cheese frosting on it! :)

  5. I would love to read Jenna’s book! My favorite pumpkin recipe right now are vegan pumpkin oatmeal cookies! I love all things pumpkin though :)

  6. I love pumpkin and have a great source of free sugar pumpkins. I want to try all of these. I’ve made the pumpkin chocolate chip and they are our new favorite! Bump today’s whoopie pies are next on my to-do list! Thank you so much!

  7. My favorite pumpkin recipe is for pumpkin cookies. Pumpkin makes everything so moist!

  8. i am barely getting into pumpkin so i want to try so many things liiiiiike pumpkin whoopie pies!

  9. It’s so hard to pick one! My mom makes pumpkin cream cheese muffins that are amazing!

  10. I used to make a really good low-fat pumpkin muffin. We were both completely hooked on them for a while. Haven’t done them in a couple of years. I’ll have to look up that recipe again.

  11. I was already following on Twitter: @carlrscott. I also tweeted about the giveaway: https://twitter.com/carlrscott/status/256098563094896641

  12. I make your pumpkin spice latte all the time! Love it! Anything pumpkin is good with me! I wish I had a blog, then I would share a pumpkin recipe with you… but thanks for sharing yours, I’ll return the favor some day! ;)

  13. I followed on Pinterest and repinnned your Miso Ice Cream: http://pinterest.com/pin/336573772121357269/

  14. I like Averie Cooks on Facebook: Carl Scott

  15. I love pumpkin anything! I’m going to make pumpkin fudge soon b/c I never had that yet and pumpkin pancakes. Ok now I’m getting real hungry!

  16. I like Eat, Live, Run
    Eat, Live, Run on Facebook: Carl Scott

  17. I follow Jenna Weber on Twitter: @carlrscott. Thanks!

  18. I’m already subscribe to your email updates and Eat Live Run! Love both of them!

  19. Wow! These whoopee pies look amazing, and with pumpkin, double yum! Can’t wait to try these.

  20. Averie, I think they turned out WONDERFULLY. The pictures REALLY make them stand out. Such a gorgous orange color against the creamy white buttercream. Pumping up the spice amounts in your next batch was a smart idea. I would’ve done just the same – I’m a pure cinnamon FREAK and well, a pure pumpkin spiced anything freak. We have a similar addiction to spices. :)

    Pumpkin whoopie pies are definitely one of my favorites but I also LOVE these pumpkin chocolate chip oatmeal bars I made last month. I like that they are on the healthier side too. OH and I LOOOOVE my mama’s homemade pumpkin pie!! Nothing like a fresh baked pie from mom :)


    • I remember those bars…they feel like a lifetime ago already! I had just gotten home from my trip and was knee deep in….returning to life and remember that post exactly.

      With my 2nd batch of whoopie pies I was going to really go to town with the spices on the filling too and add maple, cinnamon, etc but Skylar loved the filling so much on the first ones that I didn’t tweak with that other than to ditch the shortening and use butter b/c she was so happy with it as it was.

      These pics. Oh boy. Harder that I thought they were going to be. The white filling would catch the light and POP too much. So I’d try to underexpose them, and then the dark cookies would look…like burnt orange b/c the frame was just too dark. It was a mess of too light or too dark but I at least had a few that worked :)

  21. Every year, I make a pumpkin loaf with a cream cheese swirl on top! It’s divine!

  22. I follow you on instagram (azulskies)

  23. Pingback: Pumpkin Whoopie Pies + Book Giveaway- Recipes And Family

  24. Pumpkin Gooey Butter Cake!

  25. I subscribe to your blog via email

  26. My favorite pumpkin recipe would have to be the Pumpkin Roll my Grandma used to make. She added a touch of maple syrup into the mix. It was the best!!

  27. I love pumpkin bread.

  28. You have so many amazing pumpkin recipes! One of my favorites is a pumpkin chocolate chip cake that I make every year!

  29. I subscribe via email

  30. I follow you on Tiwtter

  31. I follow you on Facebook

  32. Pumpkin chocolate chip granola bars. Yum!

  33. Hmm…favorite pumpkin recipe is a pumpkin quickbread my Dad always makes! So, so good and reminds me of home and love :)

  34. i have a recipe for pumpkin pie bars ! so delicious!

  35. I can always eat a good-quality, homemade pumpkin pie. Something about the simplicity…and it must have real whipping cream on it!

  36. I did the Pinterest requirement!

  37. I like you on Facebook.

  38. I get your posts via email.

  39. I like Eat Live Run on Facebook.

  40. Pumpkin muffins with cream cheese filling and streusel crumble on top. :)

  41. I really like my recipe book from Mrs. Wilkes restaraunt in Savannah, GA.
    All of the dessert recipes are great and I like the glazed carrots recipe she has also.

  42. Right now my fav pumpkin recipe is your pumpkin chocolate chip cookie recipe – tried it this week and loved it – simple and delicious! I love baking bread too (I only wish I had more time to do it)…I love making a simple foccacia with grapes and rosemary that I used to make for a hotel in Del Mar…maybe you’ve had it in the past!

  43. My favorite Pumpkin Recipe is Healthful Pursuit’s Pumpkin-Gingersnap Chia Puddings! So EASY and incredibly delicious!


  44. I follow you on Instagram

  45. I cooked up two fresh pumpkins today. They are all ready for me to start baking!!! Can’t wait! Thanks so much for the recipes! Now, where do I start?! :o)

  46. Pingback: 50 Best Pumpkin Recipes on the Internet « 50 Best Recipes «

  47. Pingback: New York Times Chocolate Chips Cookies {from Jacques Torres}

  48. Pingback: Pumpkin Spice Cupcakes with Marshmallow Buttercream Frosting

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