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Pumpkin Oatmeal Cream Pies

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Pumpkin Oatmeal Cream Pies with caramel are the best cookies you will ever sink your teeth into. Soft pumpkin oatmeal cookies sandwiched together with marshmallow cream and homemade caramel. You will love this gooey homemade cookie!

three Pumpkin Oatmeal Cream Pies stacked

Last week I made pumpkin oatmeal cookies and couldn’t resist smearing marshmallow cream between two of them. I was then compelled to add my homemade caramel sauce over the cream. And oh. my. goodness.

There are no words to describe how incredible this is.

overhead view of Pumpkin Oatmeal Cream Pies with caramel

Making pumpkin oatmeal cream pies is fairly simple. You need to make a batch of caramel and a batch of cookies ahead of time. So plan ahead for this.

The marshmallow cream is the exact same recipe for my oatmeal cream pies and it doesn’t need to be prepared ahead of time. You can wait until you are ready to assemble the sandwich cookies before whipping up the marshmallow cream.

bowl of marshmallow filling

I tried filling the cookies two different ways. One with the caramel layered over the cream. While this made for great photographs, I don’t recommend it if you’re not serving them right away. The caramel dripped out and got all over everything.

The best way to fill them is to pipe a thick rim of marshmallow cream around the outer perimeter of the cookie. Then, fill the center with caramel. The caramel will actually meld to the cookie and stay in place.

Pumpkin Oatmeal Cream Pies being filled with caramel

The pumpkin oatmeal cream pies are super sweet because of all the sugary components. Sweet but so worth the toothache.

Besides, they’re not that bad as long as you have a glass of milk to go along with them.

Pumpkin Oatmeal Cream Pies with caramel stacked

Get into the kitchen and gives these decadent fall cookies a whirl. I’m sure you, your friends, and your family will love this fun twist on the classic Little Debbie sandwich cookie.

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Pumpkin Oatmeal Cream Pies with caramel stacked

Pumpkin Oatmeal Cream Pies

Yield: 13 sandwich cookies
Prep Time: 3 hours
Cook Time: 34 minutes
Total Time: 3 hours 34 minutes

These insanely decadent cream pie cookies are a wonderful treat for fall. A simple pumpkin oatmeal cookie is filled with homemade caramel and marshmallow cream for an ultra rich dessert experience. Plan ahead for these sandwich cookies, though. They take a while to prepare. The cookie dough needs to refrigerate for at least 2 hours before baking and the caramel sauce needs to be cooled completely before filling the cookies. You can make both of these components the day before you plan to serve the cookies.

Ingredients

Pumpkin Oatmeal Cookies

Homemade Caramel Sauce

Marshmallow Cream

  • 1 (7 ounce) jar marshmallow fluff
  • ½ cup vegetable shortening, room temperature
  • ½ cup confectioners' sugar
  • 1 teaspoon vanilla extract
  • 2 tablespoons hot water

Instructions

Make the cookies

  1. Prepare the pumpkin oatmeal cookies according to the recipe instructions.

Make the caramel sauce

  1. Prepare the homemade caramel sauce according to the recipe instructions. Set aside to cool completely.

Make the cream

  1. Combine all the ingredients in a bowl and beat with an electric mixer on medium speed until blended and fluffy.

Assemble the cookies

  1. Pipe a thick boarder of marshmallow cream around the outer edge on the bottom side of one cookie. Pipe caramel sauce into the center, filling the well created by the cream. Top with a second cookie. The cookies will keep for up to 2 days covered and stored in the refrigerator. They can be frozen for up to 2 months; thaw overnight in the refrigerator.

Notes

You can use a piping bag or a zip-top bag with the corner cut off to fill the cookies.

There will be leftover caramel sauce. It will keep for up to 2 months stored in a glass jar in the refrigerator.

Nutrition Information:
Yield: 13
Amount Per Serving: Calories: 297

Soft pumpkin oatmeal cookies sandwiched together with marshmallow cream and homemade caramel. You will love this gooey homemade cookie!

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pumpkin oatmeal cookies on baking sheet lined with parchment paper
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