Pumpkin Pudding Cookies – 3 Ways

These pudding cookies are hands down the best pumpkin cookies we’ve ever had! THIS. IS. IT! It’s got the texture of a fluffy chocolate chip cookie but tastes like pumpkin. And best of all, we’re including three different ways to make it!

Years ago, my friend Krysta introduced me to a pudding in chocolate chip cookies recipe which we still obsess over to this day. When I saw that pumpkin pudding hit the shelves of Walmart and Harmons this fall, I just knew I had to make a new version. The only problem was, which do I make?! I would normally shoot all three and do three different posts over the years, but this time I decided that since you all went nuts about it on instagram, I’d just get the recipe up ASAP!

You all know I can’t help myself when it comes to cookies! I have to try all kinds of different add-ins (kitchen sink cookies), toppings (peanut butter blossoms), stuffings (s’mores stuffed chocolate chip cookies) and techniques (lemon crinkle cookies).
We found 3 ways that we love these pumpkin pudding cookies – coated in cinnamon and sugar, loaded with chocolate chips, or stuffed with Rolos! We will detail each of those versions below.
Tips for the Best Pumpkin Pudding Cookies
Here are a few tips for the best pumpkin pudding cookies:
You need 5.1 ounces of pudding but the pudding is only sold as 3.4 ounce boxes, so you’ll need to use 2 boxes and either weigh the powder into a bowl with a food scale, or just use about 1 1/2 boxes.
If you go with the Rolos options, make sure there is a lot of dough on the bottom because the Rolos will seep out if there isn’t enough dough on the bottoms.
If you make the chocolate chip version, save a few chocolate chips to place on top of each cookie. It makes them look so pretty and appetizing!

Ingredients for Pumpkin Pudding Cookies
These will just be your standard cookie ingredients here with the addition of the pumpkin pudding, some pumpkin pie spice and whatever add-ins you choose. Here is what you will need:
Unsalted Butter
Eggs
Sugar
Brown Sugar
Vanilla Extract
Flour
Pumpkin Pie Spice
Salt
Baking Soda
Instant Pumpkin Pudding Mix
Chocolate Chips
Cinnamon Sugar
Rolos
The measurements for each ingredient can be found in the recipe card at the end this post.

How to Make Pumpkin Pudding Cookies
The steps for these cookies are simple and then once you have your basic dough made, you decide which version you want to create. Here are the basic instructions:
Preheat the oven.
Combine all the wet ingredients (including the sugar) in a large bowl and mix thoroughly.
In another both, combine all the dry ingredients and whisk to combine.
Slowly add the dry ingredients to the wet ingredients and mix to combine.
Once the dough is combine, decide which version of the cookie you want to make (see section below)
Place on a cookie sheet lined with parchment or a silpat.
Bake.

The full detailed instructions can be found in the recipe card down below.

Three Versions of Pumpkin Pudding Cookies
Here are the details for our three favorite versions of these pumpkin pudding cookies:
Chocolate chips: mix in the chocolate chips into the dough and roll in cinnamon and sugar if you want

Cinnamon and sugar: scoop out balls of dough and roll them in cinnamon and sugar before baking

Rolos: can be added to the plain dough or the dough with chocolate chips, roll in cinnamon and sugar (optional), stuff a Rolo into the dough making sure the dough is underneath the Rolo is thick.

Cinnamon sugar is a must at our house. You won’t believe how much it adds to the cookie. We fell in love with doing this because of our peanut butter stuffed peanut butter cookies and chocolate stuffed peanut butter cookies. We like all the version coated in cinnamon sugar!
How to Make Cinnamon Sugar
Generally the ratio of cinnamon sugar is 1:4 or 1 part cinnamon for everything 4 parts of sugar. I personally like it a little more cinnamon-y but it’s totally up to you!

What is Pumpkin Pie Spice?
Pumpkin pie spice is a combination of warm fall spices – cinnamon, ginger, cloves, allspice and nutmeg. So if you don’t have a jar of pumpkin pie spice, then you can make your own homemade pumpkin pie spice.
How to Use Pudding in Cookies
When you are using instant pudding in a cookie recipe, you use the pudding powder. You don’t actually make the pudding. The pudding powder gets added with the dry ingredients and adds flavor and a soft and chewy texture to the cookie once it is baked.

Can Pumpkin Pudding Cookies Be Frozen?
This dough is great for making ahead. Try making it, rolling into balls minus the cinnamon sugar and storing in air tight bags in the fridge or even freezing for up to 2 months! If you’re adding chocolate chips and/or Rolos, add them to the dough before freezing.
When you’re ready to bake them, let them thaw a little so you can roll them in cinnamon and sugar and then bake as stated in the instructions.

I love adding instant pudding to cookies. It adds such a great flavor and softness to the cookies. That’s why I had to try a new recipe when I saw pumpkin pudding showing up on the grocery store shelves! And boy, I was not disappointed! Which version of pumpkin pudding cookie is your favorite??

More Pumpkin Baked Goods You’ll Love:

Pumpkin Pudding Cookies
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Prep Time: 15 minutesCook Time: 10 minutesTotal Time: 25 minutes
Servings: 100

These pudding cookies are hands down the best pumpkin cookies we’ve ever had! THIS. IS. IT! It’s got the texture of a fluffy chocolate chip cookie but tastes like pumpkin. And best of all, we’re including three different ways to make it!
2 Cups Butter Unsalted (4 sticks)4 Eggs1 ½ Cups Granulated Sugar2 Cups Brown Sugar1 teaspoon Vanilla Extract5 to 5 ½ Cups All-Purpose Flour1 teaspoon Pumpkin Pie Spice2 teaspoon Salt2 teaspoon Baking Soda1 1/2 3.4 ounce boxes Instant Pumpkin Pudding Mix *see note3 Cups Chocolate ChipsCinnamon SugarRolos
Preheat oven to 350 degrees F. Combine butter, eggs, sugars, vanilla in large bowl until evenly mixed.In a separate bowl combine the flour, pumpkin pie spice, salt, baking soda, and pudding mix.Slowly add the dry ingredients into the large bowl of wet ingredients.Once ingredients are combined slowly mix in chocolate chips. At this point you can stuff a rolo on the inside of one or just scoop onto a baking sheet. We prefer them rolled in cinnamon sugar regardless of the type we make, but it’s up to you! Place on greased cooking sheet.Bake for 8-10 minutes.
* This recipe takes 2 3.4 boxes of instant pumpkin pudding, but you only need 5.1 ounces. That’s about 1 1/2 boxes or use a kitchen scale to weigh it out, which is what I do. 
 
Baked cookies and unbaked cookie dough can both be frozen. Please see the post above this recipe card for instructions on how to freeze cookies and cookie dough. 

Nutrition Facts
Pumpkin Pudding Cookies

Amount Per Serving (1 cookie)

Calories 121
Calories from Fat 45

% Daily Value*

Fat 5g8%Saturated Fat 3g19%Cholesterol 17mg6%Sodium 118mg5%Potassium 17mg0%Carbohydrates 18g6%Fiber 1g4%Sugar 12g13%Protein 1g2%
Vitamin A 135IU3%Vitamin C 1mg1%Calcium 13mg1%Iron 1mg6% * Percent Daily Values are based on a 2000 calorie diet.

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