Pumpkin Patch Whoopie Pies

Pumpkin Patch Whoopie Pies

The Story:

Imagine an island in the middle of a river with fields and fields of pumpkins and their twisty vines and dark green leaves as far as you can see.

Welcome to Sauvie Island.

There’s hay rides, corn mazes, pony rides, tractors to climb on and booths full of Fall treats.  As  a child, I couldn’t have dreamed of a better place to start the Halloween season.  We’d trek out to the middle of a field, find the biggest pumpkin we each could carry, cut the stems free and head home to carve them.  Maybe it’s the Oregon pride in me, but there’s no better way to pumpkin patch than in a rain jacket and muddy boots.  [end-story]

Pumpkin Patch Whoopie Pies

Yield: 24 cookies, 12 whoopie pies

Pumpkin Patch Whoopie Pies


1 box white cake mix (or spice mix, omit pumpkin pie spice)
1 Tbsp. pumpkin pie spice
15 oz. pumpkin, pureed
1/3 C. applesauce, oil or melted butter
2 tsp. vanilla extract
4 oz. cream cheese, softened
1/4 C. butter, softened
2 Tbsp. pumpkin, pureed (optional)
1/2 tsp. pumpkin pie spice
1 tsp. vanilla extract
2-3 C. powdered sugar
orange food dye
6-7 Apple Laffy Taffy's or Air Heads
12 Tootsie Rolls


1. Preheat oven to 350 degrees and line cookie sheets with parchment paper.
2. Combine cake mix, pumpkin pie spice, pumpkin, applesauce and vanilla extract.
3. Scoop dough balls out (just smaller than golf balls). The dough will be sticky, refrigerate dough for a few minutes if it's too hard to work with. Gently pat down each dough ball just a little so that the cookies don't bake too tall.
4. Bake for 12-14 minutes and let cool.
5. Filling: Beat cream cheese and butter until smooth. Add pumpkin puree, pumpkin pie spice, vanilla extract and slowly add in powdered sugar until you reach your desired consistency. Color with dye is desired.
5. To make your stems, roll your Tootsie rolls in your hands until smooth and a little elongated. Pinch with fingers to give it an hour-glass shape and bend to the side to make it seem more like a stem.
6. The make leaves, heat Laffy Taffy in the microwave (5-10 seconds, be careful because it can turn to hot putty really easily). Break off about 1/3 of the taffy and roll into a ball. Use fingers to shape a large leaf and use a fork to make "veins" in it. NOTE: I microwave only one taffy at a time because it cools quickly.
7. Stick leaves onto stems, they are both sticky so they don't come apart.
8. Pipe filling onto the bottoms of half the cookies and place another cookie on top, creating your whoopies. Use a finger to poke a shallow hole in the middle of the cookie on top of your whoopie, and press and stem and leaf into the hole! If you want to make the "vines" simply roll a piece of taffy between your hands and then gently twist and pull to make a long snake, and then make little loop-d-loops! Happy Halloween!

Pumpkin Patch Whoopie Pie

Candy Stems!  I found the Laffy Taffy in my WinCo Bargain Bins, so I only took the green ones :)  But Air Heads will work too!  You don’t need to microwave those!

Candy Stems

Tootsie Roll Stems!  Unwrap, roll, pinch and done!

making tootsie pumpkin stems

 Laffy Taffy Leaves! Microwave for just a few seconds to warm it up, pinch a piece off, rolls, mold, mark and done!

Laffy Taffy Pumpkin Leaves

 Press the leaf on tightly!

Candy Pumpkin Stems

For the vines I just rolled out long green piece, twisted/pulled a little and then made little loop-d-loops!

Cute Pumpkin Patch Whoopie Pies

I know it’s still September, but Happy Halloween! 

Make sure to enter my KitchenAid Giveaway! 

20 thoughts on “Pumpkin Patch Whoopie Pies

  1. 1
    Letty Chen says:

    These are so cute…They will look fantastic on a Halloween Party dessert table.

  2. 2
    michelle Rogers says:

    Very cute – almost too cute to eat :-)

  3. 3
    d says:

    So cute. Did you use the applesauce or oil in your sample?

  4. 4
    Cindy B. says:

    Love the demo, sooo cute.

  5. 5
    Tashina G. says:

    These are so cute! Did you use a certain size scoop when making the cookies, they all look so perfect!

  6. 6
    Danielle says:

    Everything Bout these my husband would die for. Thanks for sharing! I know what I’ll be making soon. ;)

  7. 7

    These are INSANELY adorable!

  8. 8

    Okay this is too stinking cute!

  9. 9
    Bailey says:

    those are ADORABLE!!!

  10. 10
    Samantha says:

    This are amazing! It’s not too early at all! Perfect timing for me to start planning the treats I will make for this year’s pumpkin carving party with the in-laws :) I am confident these will be a hit!

  11. 11
    Jessica says:

    These are so cute!! And Sauvie Island is awesome! Especially the haunted corn maze :)

  12. 12
    Dina says:

    they are adorable–very creative!

  13. 13
    Allie Gower says:

    Delicious! I love the great tricks with the tootsie rolls and the leaves. So fun!

  14. 14

    I think this is a great idea for a delicious Thanksgiving desert, along with Halloween.

  15. 15
    Skylar says:

    I love how you post things about Oregon! I am from the Scappoose area and ALWAYS go to Sauvie Island in the Fall!! These are so cute; I am definitely going to give them a try! :)

  16. 16

    These are the cutest little Halloween treats ever! Great recipe! Definitely one that I will be recreating for a Halloween party I’m throwing.

  17. 17
    Shannon Freeman says:

    Lizzy, do you just press the stem-leaf combo into the cookie for it to stay?

  18. 18
    Karen says:

    For the cookies, can you replace the pumpkin with applesauce, or does it need to be something thicker? I’d like them to look like pumpkins but definitely not taste like it.

  19. 19
    Monica says:

    Your’s are so dang cute and pumpkiny. Mine unfortunately look like some sort of mutant pumpkins. I think next time I’ll put the dough in the fridge for a while. They taste awesome, though!!! I will prevail. Thanks for the idea.

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