These Soft Baked Pumpkin Molasses Chocolate Chip Cookies are the rustic, delicious dessert you were hoping for this season. Rolled in cinnamon-sugar before baking and full of chocolate, they are going to stand out at all your gatherings.

Pumpkin Chocolate Chip Cookies
Pumpkin added to baked goods should not be left to just the Fall season. Pumpkin adds this magical quality to desserts unlike other vegetable additions we often throw into our baking creations. It’s just so good.
One of my favorite baking tricks is adding pumpkin to brownies, because pumpkin and chocolate are just the best pairing on the planet. Pumpkin also turns your coffee cake into perfection and has the best impact on breakfast muffins too. I won’t even mention how good pumpkin is in a smoothie. I need to use it more throughout the year.
For those of you who have been around this blog for a while, you know I am obsessed with making the best looking and tasting cookies, which is why I bake my cookies in whoopie pie pans. They turn out perfect every time; round, pretty, tasty and soft.
I weigh every single one of my cookie balls with a baking scale so they all cook evenly and fill each well of the pan. Perfect rounds! I also press on extra chocolate chips to the surface of each raw cookie ball as these chips do not sink inside while baking. Presentation is everything right?
These cookies are delicious enough to be served throughout the season (even Christmas) and will make the perfect addition to the holiday, dessert buffet table. They are also rustic enough to make an appearance at all your tailgating festivities this Fall.

All three dozen of these cookies disappeared at a little teenage study party that was happening over here the other night. I just can’t seem to keep them in stock once they emerge from the oven.
Soft Baked Pumpkin Molasses Chocolate Chip Cookies Recipe
Recipe by Cathy Pollak for NoblePig.com Yield: 34–36 cookies
Ingredients
For the Cookies
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2½ cups all-purpose flour
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2 teaspoons baking soda
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½ teaspoon table salt
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2 teaspoons pumpkin pie spice
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¼ teaspoon ground cinnamon
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¼ teaspoon ground ginger
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½ cup packed light brown sugar
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½ cup granulated sugar
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½ cup (4 ounces) unsalted butter, softened
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⅔ cup (4 ounces) shortening, butter-flavored or regular
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1 large egg
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½ cup pumpkin purée
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¼ cup molasses
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1½ teaspoons vanilla extract
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2 cups semisweet chocolate chips, plus additional chips for topping
For the Cinnamon Sugar
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⅔ cup granulated sugar
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1 tablespoon ground cinnamon
Instructions
- Preheat the oven to 350°F (175°C). Lightly coat the wells of whoopie pie pans with cooking spray.
- In a medium bowl, whisk together the flour, baking soda, salt, pumpkin pie spice, cinnamon, and ginger. Set aside.
- In the bowl of a stand mixer fitted with the paddle attachment, cream the brown sugar, granulated sugar, butter, and shortening until light and fluffy, about 4 minutes.
- Add the egg, pumpkin purée, molasses, and vanilla extract. Mix until fully incorporated, stopping to scrape down the sides of the bowl as needed.
- Gradually add the flour mixture, mixing until incorporated. Reduce the mixer speed to low and stir in the chocolate chips.
- In a small bowl, stir together the granulated sugar and cinnamon for the coating.
- Portion the dough into balls weighing approximately 36 grams each, or about 2 inches in diameter. The dough will be very soft and sticky, so wearing disposable food-safe gloves can make it easier to handle.
- Roll each dough ball in the cinnamon-sugar mixture until coated, then place one ball into each prepared well of the whoopie pie pan. Press 8–10 additional chocolate chips onto the top of each cookie for appearance. Repeat with the remaining dough.
- Bake for approximately 12 minutes. The cookies may appear slightly underbaked when removed from the oven, but they will continue to set as they cool.
- Allow the cookies to cool in the pans for 10 minutes before transferring them to a wire rack to cool completely.
Recipe Notes
- You can replace the shortening with additional butter, using a total of 1 cup (8 ounces) of butter. However, the cookies will spread more during baking, have a flatter appearance, and develop a crispier texture. Using shortening helps produce taller, softer cookies.
- If you don’t have whoopie pie pans, refrigerate the dough for several hours before baking on regular cookie sheets. I recommend keeping the shortening in the recipe when using this method because an all-butter dough spreads considerably more in the oven.
- The additional chocolate chips pressed onto the tops of the cookies are optional and used for appearance only.
Emma says
These look absolutely delicious! I don’t think I’ve ever tried pumpkin in cookies before (pumpkin is not all that common an ingredient here in Denmark), so I should definitely make these – a combination of pumpkin and cookies, two of my favorite things, must be good 🙂
Love, Emma
Ginny McMeans says
I have to tell you soft baked cookies are my favorite. Thanks for turning these beauties into a Thanksgiving treat!
Cathy says
You’re welcome.
Amy @ Little Dairy on the Prairie says
Pumpkin cookies, molasses cookies, and chocolate chip cookies altogether in one scrumptious cookie! Such a great idea!
Cathy says
I agree:).
Stephanie says
Excellent combo!!! We love molasses cookies!
Cathy says
Us too.
Katerina @ diethood .com says
These cookies are incredible!! I love the combination!
Cathy says
Thank you.
Meg @ With Salt and Wit says
What a great cookie! I want one!
Cathy says
I can make that happen.
Dee says
I lost my favorite molasses cookie recipe, so I can’t wait to try this one! Love that it has pumpkin in it too!
Cathy says
I hope this replaces your favorite.
Angie | Big Bears Wife says
I love baking cookies in a whoopie pan like that! Makes them turn out perfectly
Debbie says
Can you tell me if there is something I can use as an egg substitute in this recipe due to an egg allergy!
Shelley Clay says
I have decided that I am going to make these delicious looking cookies into ice cream sandwiches. YUM!
Cathy says
Great idea.