Incredible Gingerbread Oatmeal Cream Pies

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by Sil Pancho

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12.16.2021


It’s time to bring these insanely delicious cookies back because they’re everything I dream of. I first made them for Cookie Week back in 2019 while I was 36 weeks pregnant (omg!) I hadn’t really craved anything sweet on a regular basis during my pregnancy, however, these gingerbread oatmeal cream pies changed EVERYTHING. I couldn’t stop eating them or thinking about them and neither could Tony. They just screamed all things Christmas!

The inspiration for these gingerbread oatmeal cookie sandwiches came from the dreamy cookies I used to eat when I was a kid. Remember those sweet packaged oatmeal cream pies? They were incredibly soft, chewy, ridiculously sweet. I remember ripping a package of them open after school and the sweet oatmeal and cream scent hitting me right in the face. YUM.

I decided to create a holiday-inspired version of those Little Debbies infused with tender, sweet ginger molasses flavor, then stuffed with a vanilla cream filling that’s thick and luxurious. You’re going to LOVE them!

Introducing my FREE Ultimate Guide to Cookie Baking

Ready to learn my secrets to chewy, ooey-gooey, delicious cookies every single time? That’s right, I’m here to help you bake the best cookies of your life. If you’re someone who struggles with baking cookies then my FREE downloadable, printable Ultimate Guide to Cookie Baking is for you!

In this Ultimate Guide to Cookie Baking you’ll learn:

  • Everything there is to know about different types of flours and sweeteners
  • How to make cookies vegan and gluten free
  • How to accurately measure ingredients
  • Solutions for common cookie baking issues

And so much more! Download this printable guide here for holiday cookie baking, and remember to come back to it time and time again whenever the cookie cravings hit.

gingerbread oatmeal cream pies

Ingredients in gingerbread oatmeal cream pies

Imagine if a ginger molasses cookie and an oatmeal cookie had a baby — because that’s exactly what these cookies are and THEY’RE SIMPLY INCREDIBLE. These gingerbread oatmeal cookie sandwiches cookies require simple ingredients that you likely already have in your pantry — especially if you love to bake:

  • Butter: we’re using good old fashioned butter to provide delicious flavor and moisture in the gingerbread oatmeal cookies.
  • Sweetener: you’ll need brown sugar (I prefer dark brown sugar) and blackstrap molasses to sweeten the cookies and give them that gingerbread flavor.
  • Egg: you’ll also need 1 egg in this recipe.
  • Flour: the base of the cookies is made with regular all purpose flour.
  • Rolled oats: because oatmeal cookies are life, we’re adding rolled oats to the dry ingredients as well. Do not use steel cut oats as the texture will be much different.
  • Spices: for that amazing gingerbread flavor you’ll need ground ginger, cinnamon and allspice.
  • Baking staples: can’t forget the vanilla, baking soda and salt.
  • For the filling: turn these cookies into gingerbread oatmeal cream pies by sandwiching them with a cream pie middle made from butter, powdered sugar, vanilla and a little milk.

gingerbread oatmeal cookie dough on a baking sheet before being baked

Magical oatmeal cream pie filling

The oatmeal cream pie filling has got to be one of the most delicious parts of these cookies. It’s a vanilla buttercream frosting, with a little extra milk to keep it extra smooth and creamy. Sandwich it between two gingerbread oatmeal cookies and prepare to fall in love.

Yes, you can also bake these cookies as-is and either skip the filling or just frost each cookie individually!

Molasses: the key to gingerbread

A lot of people ask if they can skip the molasses in these gingerbread oatmeal cream pies. If you want that rich, deliciously spiced gingerbread flavor, the answer is nope! Not only does molasses provide delicious sweetness to these cookies, but 1 tablespoon of it has 20% of your daily iron needs. Mind. BLOWN.

gingerbread oatmeal cookies on a baking sheet

A few notes on substitutions

I’ve only tested these gingerbread oatmeal cookie sandwiches as-is, so I recommend following the recipe as written to ensure that they turn out beautifully. In terms of substitutions:

  • Feel free to keep these cookies dairy free by using vegan butter in the dough and in the cream pie filling.
  • I haven’t tested a gluten free version of these cookies, so I cannot recommend a substitute. Let me know if you do in the comments!
  • A reader commented that a flax egg worked in the gingerbread oatmeal cookies, so feel free to give that a try! Then be sure to use vegan butter to keep the cookie sandwiches vegan.

making gingerbread oatmeal cookie sandwiches on parchment paper

Tips for the best gingerbread oatmeal sandwich cookies

  • Choose your texture. If you like softer gingerbread cookies, bake them just until they’re set for about 9-10 minutes. If you like crispier edges, bake them closer to 12 minutes.
  • Cool completely. Be sure to let your cookies cool completely before adding the filling so that the cream pie filling doesn’t melt.
  • Don’t overfill. Leave a little edge around the cookies when adding the frosting so that it doesn’t leak out.
  • Let them sit. The filling will have the best texture after letting the gingerbread oatmeal cream pies sit at room temperature for 1 hour, so try to resist biting into them until then!

gingerbread oatmeal cream pie cookies stacked on top of eachother

How to store & freeze oatmeal cream pies

I LOVE freezing extra cookie dough because that way I can pop them in the oven whenever I want and it’s great when you want to bring something to a party or to a loved one’s house but don’t feel like having a baking extravaganza. Here’s how to store and freeze these cookies:

  • To store: feel free to keep the gingerbread oatmeal cream pies at room temp in an airtight container for 1-2 days, then I recommend transferring them to the fridge for up to 3-4 days.
  • To freeze: you have options to freeze the dough, freeze the baked cookies, or freeze the full gingerbread oatmeal sandwich cookies! Check out my full tutorial here to learn exactly how to do it.

gingerbread oatmeal cream pie with a bite taken out

More delicious cookie recipes

Get all of our amazing cookie recipes here!

Want exclusive cookie recipes?

If you’ve been following AK for a while now you know that I’ve created tons of incredible cookie recipes over the years, especially for the holiday season. This year, we’re launching 5 brand new, exclusive cookie recipes on the Ambitious Kitchen TikTok page! If you’re not already, be sure to follow us to get all of the fun recipes.

AK Cookie Week giveaway & donation

At the end of #AKCookieWeek we’ll select 2 winners to receive a beautiful Williams Sonoma gold nonstick bakeware set! Here’s how to enter:

  1. Post a photo of any AK cookie recipe (new or old!) you make in your IG feed or stories with the hashtag #AKCookieWeek, OR in our FB group, Ambitious Kitchen Community
  2. Please note, your IG profile must be public so that we can see your cookie creations
  3. The more you share your recipe photos, the greater chance you have to win!
  4. 1 person from IG & 1 from the FB group will be chosen on Monday, 12/20 and notified via DM on IG and in our FB group. must be 18 or older and a U.S. resident. this giveaway is in no way sponsored, administered, or associated with Instagram.

For each share on social, I’ll also be donating $5 (up to $2,500) to The Love Package Project from Chicago Birth Works! All funds will go towards carefully curated mama & baby packages for Black moms and parents in Chicago. We’re thrilled to be able to support these moms, babies & families, especially during the holiday season.

These gingerbread oatmeal cream pie cookies are the most perfect treats to bake for the holiday season or to bring to cookie exchanges. They’re freezer-friendly and are the ultimate treat for those who used to love Little Debbies (like me!) or have a serious obsession with all things gingerbread flavor.

Time to get your bake on!

I hope you love these gingerbread oatmeal cream pies! If you make them be sure to leave a comment and a rating so I know how you liked them. Enjoy, xo!

Incredible Gingerbread Oatmeal Cream Pies

Prep Time 1 hour 30 minutes

Total Time 1 hour 40 minutes

Amazing oatmeal cream pies with a gingerbread twist! These perfectly spiced gingerbread oatmeal cookies are sandwiched together with a delicious thick cream filling for the ultimate holiday cookie sandwich.

  • Wet ingredients:
  • ½
    cup
    butter, at room temperature
  • 1
    cup
    packed brown sugar (dark is great, but light also works!)
  • 1/4
    cup
    blackstrap molasses
  • 1
    egg
  • 1
    teaspoon
    vanilla extract
  • Dry ingredients:
  • 1 1/2
    cups
    all-purpose flour
  • 3/4
    cup
    old fashioned rolled oats
  • 1/2
    teaspoon
    baking soda
  • 1 ½
    teaspoons
    ground ginger
  • 1
    teaspoon
    cinnamon
  • 1
    teaspoon
    allspice
  • 1/4
    teaspoon
    salt
  • For cream pie middle:
  • ¾
    cup
    butter, at room temperature
  • 1 ½
    cups
    powdered sugar
  • 3/4
    teaspoon
    vanilla extract
  • 1-2
    teaspoons
    milk to make the filling creamy

  1. Add room temperature butter and brown sugar to the bowl of an electric mixer and beat the butter and sugar together for 1 minute. Next, add in the molasses, egg and vanilla and beat again until well combined, smooth and creamy, about 1 more minute.

  2. In a large bowl, whisk together the dry ingredients: flour, oats, baking soda, ginger, cinnamon, allspice and salt in a bowl. Slowly add dry ingredients to the wet ingredients and mix on low-speed just until combined. Chill dough in fridge for 1 hour, this is so the cookies have the perfect texture, so please don’t skip the chilling of the dough!

  3. Once ready to bake cookies, preheat the oven to 350 degrees F and line a baking sheet with parchment paper. Use your hands or a tablespoon to grab a large tablespoonful of dough and roll into a ball. Place dough balls 2-inches apart on cookie sheet. Bake 9-12 minutes. If you like cookies with a crispy edges, bake for about 12 minutes. If you like softer cookies, bake for 9-10 minutes.

  4. Remove from oven and cool the cookies on sheets about 5 minutes then transfer to a wire rack. They will still remain soft on the inside. Repeat with remaining dough. Makes about 30 cookies total (or what will be 15 cookie sandwiches).

  5. Once cookies have completely cooled, you can make the filling: Add the room temperature butter, powdered sugar, vanilla extract and milk to the bowl of an electric mixer. Beat on low, then gradually increase speed to high for about 1 minute, or until the frosting is smooth and creamy.

  6. Top one cookie sandwich with a spoonful of filling, leaving a nice edge around the cookies and top with another cookie sandwich, then very gently press down slightly. Repeat with all cookies. You should get about 15 oatmeal cream pies. The filling will have the best texture after letting the cookies sit at room temperature for 1 hour, if you try to bite into them earlier the frosting won’t be as firm as we’d like.

Instructions for freezing the cookies and cookie dough can be found within this post.

Nutrition

Servings: 15 cookie sandwiches

Serving size: 1 sandwich cookie with filling

Calories: 312kcal

Fat: 16g

Saturated fat: 9.6g

Carbohydrates: 46.8g

Fiber: 0.9g

Sugar: 26.2g

Protein: 2.3g

Recipe by: Monique Volz // Ambitious Kitchen | Photography by: Eat Love Eats

This post was originally published on December 5th, 2019, and republished on December 15th, 2021.



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