Chocolate Cookies… filled with Pumpkin Pie!


Repeat after me: Y-U-M.

pumpkin cookies

Now repeat a few more times.

Yum yum yum.

Yum yum.

Yum.

pumpkin cookies

These cookies are soft, rich, chocolatey… and filled with pumpkin pie!

Oh my.

If you own the cookbook, Vegan Cookies take over your Cookie Jar, you’ll probably remember one of the yummiest-looking cookies in the book: their peanut butter chocolate pillows. When I saw that particular recipe, I fell in love with the concept of a “stuffed” cookie. The possibilities swirled through my head like a soft-serve frozen yogurt machine.

Why stop at peanut butter?

I could stuff cookies with raspberry jam, with chocolate fudge, with pumpkin…

pumpkin cookies

Today, we’re going with pumpkin.

“Inside-Out” Chocolate Pumpkin Cookies

Filling inspired by Pumpkin Peanut Butter.

  • 3/4 cup white-ww flour (or white or spelt)
  • 6 tbsp plus 1 tsp cocoa powder
  • scant 1/4 tsp salt
  • 1/4 tsp baking soda
  • 1/4 cup plus 2 tbsp sugar (xylitol might work, but I haven’t tried it)
  • 2 tbsp maple syrup or agave
  • 3 tbsp milk of choice
  • 1/2 tsp pure vanilla extract
  • 3 tbsp plus 2 tsp vegetable oil
  • 3 tbsp pureed pumpkin
  • 3 tbsp nut butter of choice (I used pb. For a fat-free option, a few readers have subbed more pumpkin. I can’t personally vouch for it, though.)
  • 1/4 tsp cinnamon
  • 1/2 packet stevia (or 1/2 tablespoon sugar)
  • 1/8 tsp pure vanilla extract

Combine first 5 ingredients, and mix very well. Add ingredients 6-9 and mix again to form dough. In a separate bowl, combine all other ingredients to make the filling. Using about a heaping tablespoon of dough, roll into a ball and then flatten. Place a little scoop of the filling in the center and fold up the sides of the dough. Form into a ball. (The sides might crack a little, but that’s ok. They don’t need to be perfect.) Bake at 330 F (preheated) for around 10 minutes. They should be a little undercooked when you take them out. Let stand 10 minutes… if you can wait that long!

View Nutrition Information

 

chocolate pumpkin cookies

Fill in the blank:

What would be a dream cookie filling?

Mine would be filled with this recipe: Healthy Nutella.

I’m also dreaming up ways to do a mint filling.

Meet Katie

Chocolate Covered Katie is one of the top 25 food websites in America, and Katie has been featured on The Today Show, CNN, Fox, The Huffington Post, and ABC’s 5 O’clock News. Her favorite food is chocolate, and she believes in eating dessert every single day.

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223 Comments

  1. Eva @LittleMissGymRat says:

    Oh my god I can’t even.
    jfasfjd;jl;sdjfl;jk I wannnnnnt.

  2. Eva @LittleMissGymRat says:

    I want these in my belleh, that’s all I can say. And peanut butter on the inside? That would be heavenly.

  3. Anna @ The Guiltless Life says:

    I like my cookies so soft and gooey that I actually would want a cookie dough-filled cookie. Because I basically want the inside raw that’s how soft I like it…okay, it sounds kinda gross now that I wrote it out…

  4. Sarah says:

    I repeated after you. I sounded like a lunatic. I looked like a lunatic with my drool. And its all your fault. You had to be evil, didn’t you? You knew that i love chocolate ( like duh, why else would i read this blog) and that pumpkin pie is my weakness. And you knew that both combined would be the death of me. So you did it. And i entirely commend you for it. If i do die, you can send these in lieu of flowers, or just send them to me now. Its the least you can do for putting me through this! My address is… did you really think i was going to put it here for all to see just for these divine chocolate cookies stuffed with delicious pumpkin pie? On second thought……..

  5. Missy says:

    I love this!
    My dream one would be a cheesecake filling! And of course with added sprinkles since they make everything better 😉

  6. Arielle (Your Vegan Girlfriend) says:

    OMG these look to die for. Gonna make a gluten-free version for sure!

  7. Ellen says:

    Oh, wow. Genius, just…genius.
    My dream cookie is filled with that Rainbow Chip frosting, though I’m afraid it’s probably not vegan…

  8. Cupcake Kat says:

    wow wow wow wow wow. These look incredible! I need to make them asap. Definately using some of pumpkin this weekend for this. My dream cookie would be filled with melty peanut butter

  9. Kate says:

    Okay…so I bookmark or star or share or all 3 almost every recipe of yours because I want to try them all, and the ones I have tried are fantastic. But this one just might win. AMAZING.

  10. Maria @ runningcupcake says:

    Pb or chocolate and mint for me I think- I have not made that recipe yet but I do have that book and they sound yummy.

  11. Lenna says:

    Looks extremely tasty! My dream cookies would be filled with..hmmm…it is a tough one! Maybe with marzipane+raspberry+chocolate combo 🙂

  12. Emma (Sweet Tooth Runner) says:

    KATIE YOU ARE SUCH A GENIUS!! These look AMAZING and I will definitely be making them ASAP!! My dream ones would be filled with melted chocolate and PB mmm… 🙂

  13. Leanne @ Healthful Pursuit says:

    yum. Double yum! These look so good, Katie! I filled cookies with medjool dates last year and they were ridiculously tasty. I’ve never thought to fill any type of cookie with pumpkin, brilliant!

  14. Lindsay@LivingLindsay says:

    My dream cookie would be filled with cake batter. Or cake batter frosting. Or anything cake batter-like 🙂

  15. Kaitlyn@TheTieDyeFIles says:

    Mine would be full of…more chocolate!

  16. Averie @ Love Veggies and Yoga says:

    Katie these look amazing! I am so impressed that you got the filling into them so perfectly. Great recipe, great photography, and obviously very steady hands 🙂 They look sooo yummy!