Post image for Pumpkin Whoopie Pies + An Anniversary

Pumpkin Whoopie Pies + An Anniversary

October 12, 2012

When Andrew and I first got engaged, we thought about having a destination wedding. Then we thought about eloping. Then we thought about having a wedding in New York City, where we lived at the time and also where we met and dated. New York won out in the end and after about a year of planning, we exchanged our vows in front of 60 close friends and family, under blue skies and surrounded by amazing views of the city. That was 2 years ago on October 10th.

Having just returned from a physically exhausting vacation full of early mornings and hiking, the day of our anniversary was more about recuperating than celebrating. We made proper dinner reservations for this weekend, so on the day itself we simply enjoyed a home-cooked meal and I made a batch of pumpkin whoopie pies, which were one of the many sweets that we had at our wedding reception.

The cake (I know you are all wondering) had alternating tiers of almond cake with Nutella buttercream and devils food cake with chocolate ganache. Then we ended the night with a dessert bar by One Girl Cookies, which is still the prettiest display of sweets I’ve ever seen.

For our anniversary, I thought about remaking the almond cake, but my One Girl Cookies cookbook was calling to me. The dessert bar they put together for us had everything from French macaroons to meringues to marshmallows—10 different confections in total. It was all beautiful and all delicious, but my favorite treats on the bar were without a doubt the pumpkin whoopie pies.

If you live in or nearby Brooklyn, One Girl Cookies sells their pumpkin whoopie pies year round (not just in the fall) because they are that good! Otherwise, you can make their famous whoopie pies yourself, which is what I have to do now that I no longer live in New York.


They are basically soft cake-like pumpkin cookies sandwiched together with a lightly spiced cream cheese filling. I may end up making these every year to celebrate our anniversary from now on—it wouldn’t be a bad tradition to start.

Note: All the wedding photos above were taken by Jen Huang. If you’re interested in knowing more details about the venues and vendors that we used, feel free to shoot me a message.

The Recipe

Pumpkin Whoopie Pies
Adapted from One Girl Cookies

3 cups all-purpose flour
2 teaspoons ground ginger
1 teaspoon ground cinnamon
1 teaspoon baking powder
1 teaspoon baking soda
1 teaspoon table salt (I used fine grain sea salt)
1 (15-ounce) can pumpkin puree
2 cups packed light brown sugar
1 cup canola oil
2 large eggs, room temperature
2 tablespoons dark molasses (I used unsulfured blackstrap molasses)
Maple Spice Filling (recipe below)

Preheat the oven to 350 degrees and line a baking sheet with parchment paper. In a medium bowl, whisk together the flour, ginger, cinnamon, baking powder, baking soda, and salt and set aside.

In the bowl of an electric mixer fitted with the paddle attachment, mix the pumpkin puree, light brown sugar, canola oil, eggs, and molasses on medium speed for 3 minutes, until well combined. Scrape down the bowl and then turn the mixer on low speed. Slowly add the flour mixture to the wet ingredients, mixing for a total of 30 seconds, until the batter is just combined. Scrape down the bowl and make sure the batter is thoroughly mixed.

Fill a pastry bag fitted with a large round tip (the hole should be about the size of the tip of your ring finger) with the batter. Pipe the batter into 2-inch diameter circles onto the prepared baking sheet, leaving about 1 1/2-inches of space between each cookie. Keeping the pastry bag vertical while piping will help create even circles. (I also pushed down any points on the cookies created by the pastry bag with a finger dipped in water.) Keep the batter refrigerated between batches.

Bake for 10 minutes. Then rotate the baking sheet and bake for about 8 to 10 more minutes (it only took 4 minutes more for me), until the cookies are a deep orange color and spring back when touched. Transfer them to a wire rack to cool completely before filling them.

Once cooled, turn half of the cookies bottom-side up. Place a small dollop of frosting on each bottom-side up cookie using a pastry bag. Place the remaining cookies on top of the frosted ones and gently press down to sandwich them together.

Makes 24 whoopie pies.

Maple Spice Filling:
4 ounces cream cheese, room temperature
5 tablespoons unsalted butter, room temperature
1 tablespoon Grade B maple syrup
1/8 teaspoon ground cinnamon
Pinch of ground cloves
1/8 teaspoon table salt (I used fine grain sea salt)
3 cups confectioners sugar, plus more if needed

In the bowl of an electric mixer fitted with the paddle attachment, cream the cream cheese and butter together on medium speed for 3 minutes, until light and fluffy. Scrape down the bowl and add the maple syrup, cinnamon, cloves, and salt. Mix on low speed for 30 seconds.

With the mixer on low, slowly add the confectioners sugar and then beat for 1 minute. Scrape down the bowl and make sure the filling is thoroughly mixed. The filling should hold its shape; so if it is too soft, add more confectioners sugar a tablespoon at a time until the consistency is right.

The filling can be made up to 5 days in advance, stored in the refrigerator in an airtight container with plastic wrap pressed against the surface of the filling.

Print Friendly

{ 17 comments… read them below or add one }

katie October 12, 2012 at 5:57 pm

i think i found out what to do with all the fresh pumpkin puree i have in my fridge! thank you!
and happy anniversary! your wedding photos are lovely.


Connie October 12, 2012 at 6:17 pm

Thanks Katie! Let me know how you like them if you do give them a try.


thelittleloaf October 13, 2012 at 5:18 am

Happy anniversary! These whoopie pies look amazing – as does your whole wedding, it’s like something straight out of the pages of the most beautiful wedding blog! Going to check out One Girl Cookies now…


Connie October 13, 2012 at 8:19 am

Thank you! There were so many more wedding photos I wanted to share, but I restrained myself :)


Elizabeth October 13, 2012 at 9:01 am

Hi Connie,

I just wanted to stop by and say I think your blog is stunning. I think it is extremely clean, elegant, and just nice to look at. I got to it this morning from the One Girl Cookie’s facebook page. Love their whoopie pies by the way. I may have to go out to Brooklyn asap for one.
Anyway, I just added to you my google reader, I look forward to reading more. And Happy Anniversary!


Connie October 13, 2012 at 9:32 am

Hi Elizabeth, so glad you found your way to my blog! Thanks for all your kind words!


Rory October 13, 2012 at 9:04 am

Beautiful photos! My fiance and I got engaged in August and are starting to get into the planning now. Your venue looks amazing and similar to what we have in mind, Where did you get married? Thanks! And happy anniversary :)


Connie October 13, 2012 at 9:40 am

Congrats on your engagement! We were married on the penthouse terrace of The Cooper Square Hotel in the East Village (I believe it’s now known as The Standard East Village). Then we had our reception at our favorite date spot, a little Spanish restaurant called Sala One Nine. Let me know if you have any other questions, I’m happy to help! Good luck with your planning!


thyme (sarah) October 14, 2012 at 8:04 pm

Happy Anniversary. I definitely think you should start a yearly Whoopie Pie tradition. These little cakes are so representative of your generation, too! Your NYC wedding pictures are stunning. What a beautiful dress. I lived in NYC during my college years and loved every minute of it! Good choice!


Connie October 15, 2012 at 9:03 am

Thanks Sarah! I first moved to NYC for college too, so we’ll have to chat about that when we meet. Looking forward to it!


The Squishy Monster October 15, 2012 at 2:41 am

I LOVE that you shared such personal pics with us—you guys make a beautiful couple and I’m glad you picked NY, what an awesome place to get married! The whoopie pies look lovely and what a wonderful nod to the rockin’ dessert bar y’all had!


Connie October 15, 2012 at 9:18 am

Thank you! Thank you! I’m so glad I did decide to share some wedding pics. I was worried that no one would care to see them :)


Bonnie October 15, 2012 at 11:51 pm

I was looking for a pumpkin recipe and I stumbled upon your pumpkin whoopie pie recipe! Im so excited to try it . Btw your wedding photos looks amazing. The autumn colors…really breathtaking.


Kristina October 16, 2012 at 9:54 am

Happy Anniversary! All of your photos are absolutely stunning! Such a beautiful wedding! And those pumpkin whoopie pies look just as fabulous, I can’t get enough of pumpkin desserts this fall :)


Rachael October 16, 2012 at 10:45 am

Oh my goodness, your wedding cake sounds AMAZING! Such pretty photos too. I am definitely going to be making these whoopie pies as well!


Amanda@ChewTown October 21, 2012 at 3:04 am

Such gorgeous wedding photos! I just love the dress you chose. These whoopie pies would be a wonderful tradition methinks! Congratulations on your anniversary.


Jennie November 11, 2015 at 12:39 pm

Looks great! I’m in search of desserts I can have prepared or mostly prepared the night before Thanksgiving. I noticed the filling can be stored in the refrigerator in advance, but do you think the cookie batter could do the same? Thanks!


Leave a Comment

{ 3 trackbacks }

Previous post:

Next post: