Pumpkin Chocolate Chip Cookies, with options for white flour, whole wheat, and gluten free versions, are soft, chewy cookies. The luscious chocolate coating adds flavor and helps keep these delicious treats fresh longer.
Why you'll love this recipe
At this moment, I have an absurd amount of flour in my kitchen. There may be more than forty pounds. Absurd even for a baking blogger.
My canisters were already filled with a variety of flours (all-purpose, bread, cake, self-rising), when my Cookie Month goodies arrived from Bob’s Red Mill.
The supportive folks at Bob’s sent me 15 pounds of flour to play with, as I tried out Cookie Month recipes. The bags contained unbleached all-purpose organic flour, whole wheat organic flour, and 1-to-1 Gluten Free Baking Flour.
My gluten sensitive daughter was especially excited about the wheat free baking flour. She gets a little frustrated not being able to taste test my baking endeavors.
I am attributing the versatility of this recipe to the high moisture content of the pumpkin puree. All three versions are moist and soft, like little round chocolate coated bites of cake.
The taste and texture of all three versions is so similar that you could sneak some nutritious whole wheat into your cookie jar and no one would know, or you could serve a gluten free cookie that everyone would enjoy.
I used dark melting chocolate to decorate these cookies. Drizzling chocolate over the cookies is fast and creates a pretty cookie.
Coating the tops of the cookies in chocolate takes a little longer (and requires more chocolate), but in addition to tasting great and looking irresistible, I think being coated helps the cookies retain their moisture and stay fresh longer.
Though this recipe makes a LOT of little cookies(60), they are each only one or two bites. It is way too easy to eat numerous Pumpkin Chocolate Chip Pillow Cookies at a time. You will be glad the recipe makes a lot.
Instructions
This is an overview of the instructions. The full instructions are in the recipe card below.
- In a medium bowl, whisk together flour, baking powder, baking soda, salt, and cinnamon.
- In the bowl of an electric mixer, cream together butter and sugars. Beat in pumpkin, eggs and vanilla until incorporated. Gradually add flour mixture.Stir in chocolate chips.
- Scoop rounded tablespoon balls of dough onto prepared baking sheet, 2” apart.
- Bake for about 15 minutes or until the bottom edges are lightly browned.
Storage
These cookies stay fresh for at least 5-7 days, but should only be shipped in cool/cold weather. Warm temperatures can melt the chocolate and cause the moist cookie to mold.
Related recipes
These crunchy Pumpkin Biscotti are the ideal fall cookie with your coffee!
Make these beautiful little Pumpkin Butterscotch Cakes to enjoy at home or share with friends.
Pumpkin Brownies (flourless) are a soft, fudgy treat that's naturally gluten free.
Pumpkin Spice Mug Cake is a quick and tasty way to enjoy a cup of fall flavor.
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Pumpkin Chocolate Chip Cookies
Ingredients
Cookies
- 2 ¼ cups all-purpose whole wheat, or Bob’s Red Mill Gluten Free Baking Flour
- 1 teaspoon baking powder
- ½ teaspoon baking soda
- ¼ teaspoon salt
- 2 ½ teaspoons cinnamon
- 1 cup unsalted butter room temperature
- ½ cup granulated sugar
- ½ cup brown sugar packed
- 1 can pumpkin puree 15 ounces
- 2 large eggs
- 2 teaspoons vanilla extract
- 2 cups semi-sweet chocolate chips
Decorating
- 4 cups dark chocolate melting discs
- sprinkles
Instructions
- Preheat oven to 375˚F. Line a baking sheet with parchment paper.
- In a medium bowl, whisk together flour, baking powder, baking soda, salt, and cinnamon.
- In the bowl of an electric mixer, cream together butter and sugars. Beat in pumpkin, eggs and vanilla until incorporated.
- Gradually add flour mixture.
- Stir in chocolate chips.
- Scoop rounded tablespoon balls of dough onto prepared baking sheet, 2” apart.
- Bake for about 15 minutes or until the bottom edges are lightly browned.
- Cool for 5-10 minutes on the baking sheet before placing on a wire rack to cool completely.
- Decorating: Once completely cool, cookies can be drizzled or coated in melted chocolate. Melt the chocolate over a double boiler or in a microwave at 50% power.
- To drizzle, place cookies on a baking sheet lined with wax paper. Using a spoon or fork drizzle melted chocolate over cookies. Top with sprinkles while the chocolate is still wet. To coat, place cookies on a wire rack positioned over a wax paper lined baking sheet. Spoon melted chocolate over cookies. Top with sprinkles while the chocolate is still wet.
- Place the baking sheet of drizzled/coated cookies in the refrigerator for 5-10 minutes until the chocolate is set.
- Store cookies for 5-7 days in an airtight container at room temperature with wax paper between layers.
Notes
- Pumpkin Chocolate Chip Pillow Cookies should be mailed only in cool/cold weather care packages. In warm weather the chocolate coating will melt and the high moisture in the cookie would promote mold.
- For shipping, double wrap pairs of cookies (with bottoms together) in plastic wrap, then place in an airtight container.
Nutrition
First Published: October 8, 2014. Last Updated: August 11, 2022. Updated for additional information and better reader experience.
Sue from Sizzling Towards 60 & Beyond
I've just done a boxing workout and could eat the whole plate of these cookies! Of course, I would then undo all my hard work in exercising LOL:) Thanks for sharing with us at #overthemoon link party.
The Monday Box
Good for you, Sue! Don't you dare undo all that hard work!! I suggest 1 cookie as a reward and the rest you can use to reward others. 😉 Thank you for hosting Over the Moon!
April J Harris
How lovely to have 15 pounds of flour to play with - especially from Bob's Red Mill! Love these Pumpkin Chocolate Chip Cookies - as well as the variety of different ways you have glazed them. Pinned! Thank you for sharing with us at Hearth and Soul.
April J Harris
Sharing on the Hearth and Soul Facebook page today, Wendy 🙂 I've also pinned these again. I'm so pleased to see how similar the results of the versions of the recipe are, even with the different types of flour. This is definitely a keeper 🙂 Thank you so much for your support of the Hearth and Soul Link Party!
The Monday Box
Oh my, April! I have been enjoying Hearth and Soul for over a year! Thank you for all of your kindness; hosting, pinning, and your sweet comments! Have a great week!
Lysha @ Magnolia Mom
These look really good and super cute for fall! Pinning!
themondaybox
Thank you, Lysha for the kind words and for the pin! Pumpkin tastes like fall to me. These cookies are chocolate covered fall!
shannon
i love your comparison chart for these cookies! always interesting to see how different types of flour work in the same recipe (at least to geeks like me). 🙂 love these little cookies, too.
themondaybox
Thank you, Shannon, but no one does a chart quite as artistically as you! Your pie charts are a thing of wonder. 🙂 Truthfully, I was amazed that all three versions of this cookie were almost indistinguishable! Good for those trying to use whole grains and good for those who are gluten free.
chrisscheuer
These are so cheerful looking Wendy. They made me smile at the first look. And it's wonderful that you found a recipe that will work well and have great results with all these different types of flour. BRAVO!
themondaybox
Thanks, Chris! I think the sprinkles definitely added some cheer to these. Working with chocolate is always a work in progress for me, but I take it as a kitchen challenge. 🙂 There is so much chemistry in baking that I still don't understand. So my flour experiments were a learning experience!
Candi Elm
What a fun recipe, I love anything pumpkin and these look so good.
themondaybox
Thanks, Candi! The chocolate and pumpkin are a great combination!
bree west
15 lbs of flour!! That's crazy, I'm jealous of everyone who's getting to try all the treats you'll be making! These look so good, I'm going to have to give them a try, I'm a total sucker for the pumpkin and chocolate combo!
themondaybox
Thanks, Bree! The most crazy part is that I am baking enough to use it all up! A care package here, a care package there and before you know it dozens of cookies have made their way out the door. 🙂 These pumpkin cookies were a big hit once they reached their care package recipients!
selfproclaimedfoodie2014
These look fantastic! I can't wait to make them for my kids. Who doesn't love pumpkin and chocolate?!?
themondaybox
Thanks, Krissy! They were fun to make and even more fun to eat! I hope your kids love them!
Erin
Oh my goodness these look GOOD! My kids would be over the moon excited about these.... hmmm. Perhaps I know our plans for the weekend?
themondaybox
Thanks, Erin! Be prepared to eat the whole batch in one sitting! But pumpkin is a veggie so its ok. 😉
Melissa Ringstaff
Looks delicious!
themondaybox
Thanks, Melissa!
Angi @ SchneiderPeeps
These look wonderful! One thing I'm excited about cookie month is finding some sweets that I can confidently make for guests who are gluten free. I've always struggled with that.
themondaybox
Thanks, Angi! Living with my gluten sensitive daughter, I am excited about finding recipes for sweets that taste so good, you can make gluten free for everyone. Making separate of everything is too time consuming!!
Pure Grace Farms
Love the tutorial and the option of different types of flour. You can't go wrong with Bob's Red Mill. btw the cookies look fantastic.
Blessings,
Shari
themondaybox
Thanks, Shari! I was amazed that all three flours tasted equally wonderful in this recipe! Chocolate covered wonderful! 🙂
Ashley
Whoa that is a lot of flour! But so cool! And these cookies look fantastic! I'm all about the pumpkin / chocolate combo - it's such a good one!
themondaybox
Thanks, Ashley! Even scarier than the amount of flour I started with (and don't even look in my chocolate chip cabinet!!), is the fact that I am baking my way through all of that flour! 🙂 My husband's employees (the recipients of much of my baking experiments) are demanding gym memberships as part of their salary package!
Monica
I love this experiment of yours, Wendy! I totally agree - sometimes it's a matter of using different flours for different recipes and, unfortunately, we can't just interchange randomly. It's interesting (and makes sense) that the moisture from the pumpkin puree was probably key here. These cookies look wonderful and it's so great to be able to use those different types of flours for the same tasty result. And I'm a fan of Bob's Red Mill - enjoy your flours! It'll come in handy for the holiday baking season. : )
themondaybox
Thanks, Monica! I really have been like a kid in a sandbox, playing with all of that flour (not to infringe on your blog title!) My daughter has tried a lot of commercially produced gluten free products and as a result is less bothered by the difference in texture that gluten free baking can produce. I was looking for something that would taste "normal" even with gluten free flour. You are so right. We can't interchange flours randomly. I wish I knew the true chemical culinary secret, but without that info all I can do is play and experiment. At least I am having fun!