Chocolate Whoopie Pies with Pumpkin Cream Cheese Frosting

Let the week of horrible eating continue!! I swear, I am taking a major break from baking and sugar. Back to healthy eating next week! But, for now, the sugar rush keeps going! Tomorrow is officially the first day of fall, my most favoritest time of the year! I wanted to celebrate with something special for you all. I’ve never made whoopie pies. They’ve been on my list of things I want to make for some time and I decided it was time to give them a try. I originally wanted to make pumpkin whoopies, but my dear husband wouldn’t touch them and God forbid if I make a baked good and he can’t enjoy it too! So, I opted for chocolate whoopie pies with plain cream cheese frosting for him and pumpkin cream cheese frosting for me. There. We both get our way!

Chocolate Whoopie Pies with Pumpkin Cream Cheese Frosting

Makes approximately 24 whoopie pies
Cake recipe from Martha Stewart

Ingredients for the Cake:

– 3 1/2 cups all-purpose flour

– 1 1/2 cups natural, unsweetened cocoa powder

– 1 teaspoon salt

– 1 tablespoon baking soda

– 1 teaspoon baking powder

– 1 cups unsalted butter (2 sticks) at room temperature

– 2 cups sugar

– 2 large eggs at room temperature

– 2 cups buttermilk at room temperature

– 2 teaspoons vanilla extract


1. Pre-heat oven to 400 degrees. Spray whoopie pie pan with non-stick cooking spray. Sift together the flour, cocoa powder, baking soda, salt, and baking powder in a large bowl, set aside.

2. In a separate bowl, using a hand mixer or stand mixer with the paddle attachment, cream together the butter and sugar. Add eggs, buttermilk, and vanilla. Beat until well-combined. Slowly add in the flour mixture until combined.

3. Drop approximately 2 tablespoons of the batter into each cavity of the pan (or drop directly onto a greased cookie sheet if you don’t have a whoopie pan). Here is where I had an issue. I overfilled mine on the first batch. See:

Here is a comparison of the first and second batch. The first batch is on the left. You can see that they puffed up too much. I didn’t really measure 2 tablespoons exactly the first time around. For the second batch, I did 2 leveled tablespoons of batter and I also tried to spread it a little into the cavity and this made a big difference! After filling each cavity, bake for approximately 9-11 minutes (mine took exactly 9 mins. with the whoopie pan). Cake should be “springy” to the touch. Let cool completely before frosting.

Ingredients for the Pumpkin Filling:

– 1 8-ounce package of cream cheese, softened

– 1/2 cup (1 stick) of unsalted butter

– 1/3 cup can pumpkin puree

– 4 cups confectioner’s sugar

– 1 1/2 tsp. pumpkin pie spice

– 1 tsp. vanilla extract

1. Using a hand mixer or stand mixer with the paddle attachment, cream together the butter, cream cheese, and pumpkin. 1 cup at a time, add confectioner’s sugar. Add vanilla and pumpkin pie spice. Mix until well-combined. If your frosting seems too liquidy, try sticking it in the fridge before filling your whoopie pies!!

– I didn’t stuff too much frosting into my whoopie pies so if you want to add more filling to yours, you might want to make extra frosting!



  1. My favorite thing about fall is that crisp smell in the air. Maybe it’s because the Atlanta summer air is so smog-filled… lol!

    Will you send some of your whoopies with the prize?! Those look incredible. :)

  2. The pumpkin filling is a great idea. Great in flavors and more healthy than just having cream cheese.

  3. Your whoopie pies look awesome. Love the pumpkin cream cheese frosting! Sounds awesome.
    My favorite thing about fall…hmm its hard to pick just one cause there are so many things to love, but if I had to pick one it would be the beautiful changing colors of the leaves.

  4. Fall is the best. I love how the air gets cooler and it just feels cozier! Plus Halloween and Candy!!!!!

  5. And I am adding you on facebook…if I havnt already

  6. and I guess I will add you to my new twitter

  7. oh and you get to my my second tweet ever.

  8. These look very gooey and delicious. Love the sprinkles – very Halloween!

  9. the woopie pie looks gorgeous,i bet taste delicious with pumkin cream cheese :)
    my favorite things about fall,the cooler, weather is perfect for me,and changing colours of the leaves
    i’m not on twiter,,,so :)

  10. I love the pumpkin cream cheese in these whoopie pies! So neat that you and your husband bothgot what you wanted. I’d probably have to do the same thing. I’m making whoopie pies this weekend for the first time but mine will be football shaped. I’m glad you added the tips about measuring. I rarely measure things so great info to know! My favorite thing about fall…the changing leaves. I’m lucky enough to live minutes from the Tenneesse state line and they have the prettiest fall colors I’ve ever seen!

  11. I follow you on facebook too!

  12. Seeing that Fall is my favorite season, I have more than one reason why I love Fall. I love the feeling of the air, crisp and cool, almost feels like the Earth is cleansing herself and starting over. I love the textures of nature, the color-changing leaves, acorns, apples, and corn. I teach little ones and this is the best and most creative time of the year for projects. Best of all, I love Fall because of Halloween! This is when my family is the most creative in the year since we make most of our costumes and props!

  13. I already follow you on facebook!

  14. following on twitter and posted!

  15. I love crisp mornings, pumpkins and apples!

  16. I like you on FB….I think. They’ve changed it around so much, I don’t know what’s going on :)

  17. My favorite thing about fall is the weather and going outside to watch my nephews play soccer.

  18. I follow you on Twitter too.

  19. I tweeted about the giveaway too. :)

  20. I think that fall is a beautiful season. I love the cooler temps, and the smell of wood stoves starting to be used. The air is fresh and crisp, and the sky is a deeper shade of blue. The changing colors of the trees are just as beautiful as the flowers and bulbs that begin to bloom in spring. I love seeing the beautiful pumpkins sitting out at the produce stands. I love driving with the top down on the car. I love drinking apple cider on the porch and having bon fires.

  21. My favorite thing about fall is the changing tree colors and my birthday! :-)

    You are so creative Steph! I need to start channeling my creative side more.

  22. Yay! I already follow you on fb! Sorry though, I don’t tweet :-(

  23. My favorite thing about Fall? EVERYTHING! It’s my favorite season, theres’s all the decorations, Halloween, pumpkins, pumpkin flavored foods and drinks, cooler temperatures! My list could go on and on. :) And those whoopie pies look delicious, mmm.

  24. Oh, my hubby would be the same way. He does not do pumpkin…and I LOVE it. Great giveaway!

    My favorite thing about fall is cooking soups, stews and roasts after a long hiatus :)

  25. I’m now following you on Twitter~

  26. I’ve tweeted your giveaway (and accidentally tweeted it directly to you, too :)).

  27. I’m a facebook fan~

  28. I love whoppie pies!! They’re the best indivudal little treat! And these sound great for Fall!

  29. STEPHANIE!!! I’m obsessed with you and this giveaway!! First off, PUMPKIN CREAM CHEESE?? Wow. Amazing!
    Secondly, my favorite thing about fall is pumpkin, crisp air and spicy cider. I know that’s three things, but they go together, right?

    Hope I win!!

  30. I love the color contrast on these! I never think about combining chocolate and pumpkin, but these look wonderful.

  31. These whoopie pies are perfect for fall! Love the pumpkin-chocolate combo!

    My favorite thing about fall is definitely all of the amazing comfort foods that start getting made =)

  32. What a fun giveaway! The whoopie pies are terrific and I love them….pumpkin, chocolate, whatever!

  33. I have “Liked” your Facebook page….I don’t know why I didn’t before!

  34. I already follow you on twitter!

  35. I’m a Canuck so can’t enter but two things I wanted to say. First is holy heck these are incredible. Second is wth, they make whoopie pie pans? Who knew? *Must order immediately*

  36. I love whoopie pies and have always wanted to make some! My favorite thing about fall is fallen leaves, cooking and pumpkins! Great post.

  37. I tweeted:

    I just entered to win a whoopie pie pan and book From @eatdrinkluv and you can too! Enter here: #giveaway #recipes

  38. I have to throw my hat in on this one. The whoopie pie is the stuff of legend in my family. In fact, my Grandma is rumored to be one of the people behind its invention! According to my Mom, the little bakery in Bangor Maine used to make whoopie pies to use up leftover cake batter and icing.

    Anyway, I love the smell of Autumn, carving pumpkins, and finally wearing long sleeves.

    Followed and Tweeted via @MaryHelenOrama
    Liked you on Facebook via Mary Makes Dinner

  39. my favorite thing about fall is the leaves and air. apple cider and caramel apples. and apple cider donuts. i love fall!

  40. I love whoopie pies and chocolate and pumpkin is a great combo.I guess my favorite thing about fall is the changing leaves. But I could probably pick about 10 food favorites as well. My favorite season for many reasons!

  41. What a fun giveaway!

    My favorite thing about fall is split between the gorgeous weather and PUMPKIN!!

  42. Yay! I love whoopies and pumpkin. This is totally my kinda dessert! My favorite thing about fall is totally all the apple and pumpkin flavors that come out.

  43. My favorite thing about fall would have to be getting to go home, see family, and enjoy some amazing Thanksgiving pies. I mean, come on; how could you not love those pies? Oh, and the people are pretty awesome too.

  44. My favorite thing about fall are the pumpkins and apples as far as the eye can see! It also doesn’t hurt that I’m an earth tone kind of girl, and this time of year they are everywhere. Love that. Man, now I want a whoopie pie…

  45. i “liked” you on facebook!

  46. Ahhh….Fall……I love making apple pie and red wine after a soccer game

  47. Fall is my favorite season. I love football, the changing leaves, and anything pumpkin. By the way, I sent a blog award your way today. Happy Friday!

  48. Woopie pie! Believe it or not… I’ve never tried one. x( How deprived am I… Hopefully I can win this giveaway and make it? Haha. I love the pumpking cream cheese frosting with chocolate combination. Such a fall color and flavor. My favorite things about fall – I have a lot, but #1 has to be foliage. Living in California it’s so hard to see beautiful foliage…most of trees are green. I miss fall in Japan every time fall comes in.

  49. And twitter too (although I am still not sure how to use it…duh). ;-)

  50. I love my cookie on a stick pan, so I’m sure a whoopie pie pan would be equally fun!

    Here in Colorado we don’t have a lot of trees that change color, but the weather is usually great (60s-70s) through October. I do love the corn maze every year!

  51. The Whoopie pies look great – I’m sad I wasn’t on campus today to try one! I can just picture Ben biting into one with frosting all over his cute little face!
    My favorite thing about fall is the hope of a break from the heat and humidity! (And football season)!
    BTW – Love your blog Stephanie!

  52. That’s really an adorable whoopie pie. I think the pumpkin cream frosting is something that’s new to me. I would love to try it.

  53. The pumpking flavoured things! Pumpkin lattes, pumpkin muffins, pumpkin pie.
    That and crunching through leaves. I love crunchy leaves :)

  54. Stephanie….I love whoopie pies. So many great combinations! But I really love the addition of the pumpkin filling….and so perfect and pretty for Halloween! These are so fun!

  55. I love the weather changing! It’s so invigorating and inspiring, and it gives me energy for all of the OTHER things I love about Fall!

  56. These whoopie pies look fantastic! I’ve been wanting to make some of my own for a while now…would definitely start with this recipe. I love the cooler mornings in the fall and pumpkin spice lattes :)

  57. I love the leaves, the cool breeze, and the apples. Your whoopie pies look wonderful!

  58. Pumpkin bars, apples and crunchy leaves are pretty high up there

  59. My favorite fall things are pumpkins, scarves, hot toddies ; )

  60. These are so incredibly adorable! Even better I’ll bet they are yummy! Love the black and orange sprinkles :)!

  61. My favorite thing about fall is the leaves–so many beautiful colors!

  62. I am following you on Twitter!

  63. Favorite thing about Fall is drinking pumpkin spice lattes!! And pumpkin beer! I guess all things pumpkin, to be exact haha Thanks!

  64. I tweeted about the giveaway! Thanks again!! :)

  65. Did I do this right? My favorite thing about fall is pumpkin spice lattes!

  66. OMG! I love whoopie pies so much! And with pumpkin cream cheese frosting!!?? Yes please! I need to get my hands on one of those pans so I can makes these babies :)

  67. I know I can’t enter the giveaway but I still wanted to comment on this post!
    Those whoopie pies look so good! :D and Welcome Fall!!!! :D

  68. looks delicious! Thanks for sharing:)

  69. Just saw these awesome pumpkin whoopie pies at Deelicious. Yum!

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.