Cookies/ Dessert/ Recipes

Oatmeal Cream Pies with Cinnamon Buttercream Frosting

I think I have a cavity.

I have no idea why.

Can someone on here please remind me to make a dentist appointment? K thanks.

For right now though, let’s talk for a second about oatmeal cream pies. You know, the retro vending machine treat? I used to buy one after cheerleading practice on Wednesdays for the long bus ride home. After finishing every last crumb of cookie, I would sink low in my torn bus-seat and silently lick the plastic wrapper clean.

Yes, I had tons of friends in middle school. Why do you ask?

I hadn’t really given oatmeal cream pies a second thought since my last Sadie Hawkins dance, but I’m so glad I finally did.

These are kinda like oatmeal cookie whoopie pies, if you will, and consist of two small(ish) chewy oatmeal cookies sandwiched between a dollop of cinnamon buttercream frosting. They’re so good they make my teeth ache, and not just because I think I have a cavity.

You really should make these. Like, today. It just has to be done! I can’t be the only person at home with a kitchen full of oatmeal cream pie. We’re all in this together.

Oatmeal Cream Pies with Cinnamon Buttercream

makes about 18 pies

Print this recipe!

Ingredients:

1 stick butter, softened

3/4 cup packed brown sugar

1 egg

1 tsp vanilla extract

1 1/4 cup flour

1 1/2 cups old fashioned oats

1/2 tsp baking soda

1/2 tsp salt

1/2 tsp cinnamon

for cream filling:

1 stick butter, softened

3 cups powdered sugar

1/2 tsp cinnamon

2 tsp milk

2 tsp vanilla extract

Directions:

Preheat oven to 375.

Mix together the flour, oats, baking soda, salt and cinnamon in a large bowl. Set aside.

Cream together the butter and brown sugar. Add the egg and mix until smooth, then add the vanilla. Add the dry ingredients and mix until just combined.

Bake 1 tbsp-sized balls of dough on a lined baking sheet for 8-10 minutes, or until lightly golden. Let cool while preparing the filling.

For the filling, cream together the powdered sugar and butter until smooth. Add the cinnamon, vanilla extract and milk and whip on high speed for five minute until very light and fluffy.

To prepare cream pies, pipe (using a pastry bag or plastic bag) small dollops of frosting on a cookie and sandwich another cookie on top. Cookies will stay fresh in a sealed tupperware container for three days but they are best eaten the same day they are baked.

Time:

45 minutes

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97 Comments

  • Reply
    Heather (Heather's Dish)
    March 1, 2011 at 5:01 am

    i absolutely love oatmeal cream pies…so comforting 🙂 i think i’ve developed a cavity since blogging too…wonder if there’s a correlation?

  • Reply
    megan @ blackberries for jam
    March 1, 2011 at 5:06 am

    Who needs friends when you have these? Yum.

  • Reply
    Kristen @ That Hoosier Girl
    March 1, 2011 at 5:09 am

    Oatmeal cream pies and those chocolate carmel crunch things were the BEST when I was little! I knew I was in my mom’s good graces if I found one of these tucked inside my lunch box! 🙂

  • Reply
    Emily @Life On Food
    March 1, 2011 at 5:13 am

    You’re like a bad boyfriend. I know you are not good for me but I keep coming back for more. This looks so good. I have a cinnamon addiction; thanks for feeding it.

    • Reply
      Sandy
      March 1, 2011 at 7:29 am

      What a great analogy! Makes me smile.

  • Reply
    Jessica @ How Sweet
    March 1, 2011 at 5:14 am

    My grandma used to have stashes upon stashed of oatmeal cream pies in her cupboards. Love these.

  • Reply
    Estela @ Weekly Bite
    March 1, 2011 at 5:14 am

    Yum! These remind me of those Little Debbie Oatmeal Cream Pies! I loved those 🙂

  • Reply
    Lauren at Keep It Sweet
    March 1, 2011 at 5:16 am

    I used to LOVE the packaged oatmeal cream pies!! These look delish.

  • Reply
    Angela @ Eat Spin Run Repeat
    March 1, 2011 at 5:21 am

    If I didn’t have to go to work in 5 minutes, I would most definitely be making these!! Cinnamon and oatmeal are one of my favourite flavour combos!

  • Reply
    Mary (sisters running the kitchen)
    March 1, 2011 at 5:25 am

    these look awesome! I used to love those oatmeal cream pies when I was little. My Mom did not buy them much but I did get them from friends/vending machines. Those were always worthy of a lunchbox swap with friends!

  • Reply
    Bethany @Bridezilla Bakes
    March 1, 2011 at 5:32 am

    Wow, the name of these just drew me in — it’s like everything I like, in one delicious package. Whoopie pies are probably my biggest indulgence — everything about them feels homey and just unjustifiably rich, which is the BEST part 🙂 Definitely making these. May roll them in chocolate chips 🙂

  • Reply
    Kristin @ Iowa Girl Eats
    March 1, 2011 at 5:34 am

    Oh. Yum!

    My Mom packed Little Debbie Oatmeal Cream Pies in my lunch everyday when I was growing up (interspersed with Little Debbie HoHos, Valentine Hearts, Christmas Trees, Star Crunch’s – you get the picture) and to this day I can’t even look at LD products in the store.

    These look sooo divine though and I especially love the Cinnamon Buttercream!!!

  • Reply
    The Blue-Eyed Bakers
    March 1, 2011 at 5:37 am

    Gah these are fabulous looking! Love the cinnamon buttercream! Well, love buttercream of any kind really, but sandwiched between 2 cookies? Yes please!

  • Reply
    cathyb.@brightbakes
    March 1, 2011 at 5:43 am

    these were in my lunch box in a regular basis growing up in PA….and yes, I do mean the homemade ones! What can I say….my mom is pretty cool!! 😉 We always wrapped them individually and froze them…best treat ever!
    love,
    cathy b.

  • Reply
    Hannah (Hannah Lives)
    March 1, 2011 at 5:45 am

    Those look fantastic! I don’t have any fond memories of Little Debbie’s, I always kinda thought they were gross. But I’ll try a homemade version of just about anything!

  • Reply
    dee
    March 1, 2011 at 5:53 am

    oh my gosh yum!

  • Reply
    Erin @ small things
    March 1, 2011 at 5:53 am

    yum.
    And don’t forget the dentist appointment!!

  • Reply
    Stacie @ Imperfectly Healthy
    March 1, 2011 at 6:01 am

    I get strange cravings for oatmeal cream pies — these look SO GOOD!

  • Reply
    Cat @ Younghungryfoolish
    March 1, 2011 at 6:04 am

    My girlfriends and I used to sit around the bathhouses at 4-H camp eating oatmeal pies and talking about boys. Thank you for posting this recipe!

  • Reply
    Hannah (Culture Connoisseur)
    March 1, 2011 at 6:04 am

    Take that Little Debbie! If you and Deb got in a fight, I know who’d win.

  • Reply
    Katrina
    March 1, 2011 at 6:05 am

    These look so tasty. The cookie recipe alone sounds divine, so I can imagine how tasty this sandwich cookie is. Awesome.

  • Reply
    Susan
    March 1, 2011 at 6:09 am

    Ohmygosh. I totally forgot those things existed until right now. I LOVED those things! There was a period during middle school when I would bike down to the corner store every weekend for an oatmeal cream pie and Orbitz (remember that pop with the floaty things?)

  • Reply
    Stephanie @ Live Cook Love
    March 1, 2011 at 6:15 am

    One of my old roommates in college used to eat these by the box!!! Brings back good memories 🙂 I’m going to have to try these and send some to her!

  • Reply
    Kelly @ Laughter, Strength, and Food
    March 1, 2011 at 6:16 am

    My bf LOVES oatmeal cream pies! Can’t wait to spring these on him!

  • Reply
    Kay @ The Church Cook
    March 1, 2011 at 6:17 am

    These are cavity-worthy. And good oatmeal crosses out the calories in sugar and such. 🙂 Beautiful, Jenna!

  • Reply
    Kelly @ Laughter, Strength, and Food
    March 1, 2011 at 6:18 am

    My bf LOVES oatmeal cream pies! I can’t wait to spring these on him!

  • Reply
    Katie @fabfitfull
    March 1, 2011 at 6:21 am

    My boyfriend loves oatmeal cream pies too! He always tries to buy the Little Debbie ones, but these ones look SO much better!

  • Reply
    Brooke (Baking with Basil)
    March 1, 2011 at 6:23 am

    Oh yum!! Two cookies sandwiched between frosting….sold!

  • Reply
    Lauren @ChiGalLauren
    March 1, 2011 at 6:27 am

    Cream pies, whoopie pies…whatever you want to call them, I LOVE them! And these look sooooo good!

  • Reply
    Jillian @ Reshape Your Life
    March 1, 2011 at 6:34 am

    The cinnamon buttercream sounds AMAZING. I wish I had some of these right now!

  • Reply
    Stephanie Rose
    March 1, 2011 at 6:37 am

    i was just walking through the grocery store this weekend, saw these and thought Jenna is going to make these… freaky!

  • Reply
    Stephanie
    March 1, 2011 at 6:41 am

    I remember begging my parents to buy the box of oatmeal cream pies at the grocery store to pack in my lunches… let’s just say they subtly distracted me with something healthier instead. I bet a homemade version is wayyy better.. for health reasons as well as taste.

    If you have a toothache, get yourself to the dentist girl! 🙂

  • Reply
    Tracey @ I'm Not Superhuman
    March 1, 2011 at 6:52 am

    These look so good. How are you not, like, 200 pounds? With all of these sweets around I’d have a hard time staying away.

  • Reply
    R @ Learning As I Chop
    March 1, 2011 at 6:53 am

    Oh man, do these look good

  • Reply
    Lori @ RecipeGirl
    March 1, 2011 at 6:53 am

    Yum! Love the idea of the cinnamon buttercream too.

  • Reply
    Evan Thomas
    March 1, 2011 at 6:59 am

    These sound delicious, like something Little Debbie would dream up except fresh and with real ingredients.

  • Reply
    Emily (The Culinary Couple)
    March 1, 2011 at 7:04 am

    I LOVE Little Debbie oatmeal cream pies, but I haven’t had one in years. Definitely adding this recipe to my must bake list!

  • Reply
    MichelleSuzette
    March 1, 2011 at 7:07 am

    Jenna. Ohmyword. These look wonderful. My absolute favorite treat growing up were Little Debbie Oatmeal Creme Pies. Thank you, from the bottom of my heart.

  • Reply
    val @ lotsofdishes
    March 1, 2011 at 7:12 am

    wow. i can’t figure out which to make of these first, the pumpkin whoopie pies or these.

    also, i have some buttermilk to use up. do you have any suggestions, other than pancakes?

  • Reply
    amy walters, aDESIGNdock
    March 1, 2011 at 7:16 am

    Ok these look AMAZING! Fab recipe – I def. want to try one. Any chance you’re looking for a taste tester? 😉

  • Reply
    Kerry
    March 1, 2011 at 7:26 am

    If my roommates weren’t still asleep, then I would have yelled Oh My Gosh instead of saying it under my breath!

  • Reply
    Sandy
    March 1, 2011 at 7:31 am

    I loved those when I was in jr. high and high school too! My house always had junk food snacks, I try not to have too many of these so I won’t make a whole batch but I could sneak into the convenience store and buy one for my road trip on Friday!

  • Reply
    Camille
    March 1, 2011 at 7:31 am

    Hey Jenna, don’t forget your dentist appointment!
    Oh, and the cookies look amazing too!

    • Reply
      jenna
      March 1, 2011 at 9:07 am

      calling now! thanks! heh heh

  • Reply
    Hilray
    March 1, 2011 at 7:36 am

    I was mentioning the other day that I’d love to buy those Little Debbie ones but wouldn’t want the whole pack.. but heck I’ll make these instead!

  • Reply
    Stacey (The Home-Cooked Vegan)
    March 1, 2011 at 7:55 am

    Oh my gosh. I’m pretty sure if I make these, my boyfriend will ask me to marry him on the spot. 🙂 In that case………

    😀

  • Reply
    Maria
    March 1, 2011 at 8:00 am

    Love, love, love these!!!

  • Reply
    Melissa
    March 1, 2011 at 8:00 am

    I have been reading your blog for a couple of months now and have used more of your recipes than any other site I frequent – love them! This, however, is the first recipe that made me awkwardly “Ooooo” outloud in my shared office space immediately upon opening up your page. I cannot wait to go home and make these!

    • Reply
      jenna
      March 1, 2011 at 9:07 am

      yay! That made me smile 😉

  • Reply
    Lindsey @ Lindselicious
    March 1, 2011 at 8:02 am

    Yum! I loved Oatmeal Cream Pies growing up, I’m so excited I have all these ingredients at my house NOW! Yippe- must make soon!

    • Reply
      jenna
      March 1, 2011 at 9:06 am

      yay! Let me know if you make them! 🙂

  • Reply
    Christie {Nourishing Eats}
    March 1, 2011 at 8:03 am

    I used to love oatmeal cream pies as a kid. Particularly the double stuffed variety.

  • Reply
    Melissa Balkon
    March 1, 2011 at 8:09 am

    Oh my goodness these look amazing!!!

  • Reply
    Melomeals: Vegan for $3.33 a Day
    March 1, 2011 at 8:10 am

    Those were one of my favorite junk foods as a kid! Yum!

  • Reply
    Rachel @ Grateful Girl Goes Gluten Free
    March 1, 2011 at 8:12 am

    Cinnamon buttercream. OMG.

  • Reply
    Lesley Lifting Life
    March 1, 2011 at 8:28 am

    I used to love oatmeal cream pies! And these look fantastic.

    I need to go to the dentist too! I keep putting it off.

  • Reply
    Michelle
    March 1, 2011 at 8:35 am

    Those are so pretty – like little clouds!

  • Reply
    Nicole
    March 1, 2011 at 8:36 am

    My childhood bff and I used to eat these like they were going out of style. I haven’t eaten one it at least 10 years. I am ALLL OVER this recipe. Thanks for posting!

  • Reply
    Amy @ What Jew Wanna Eat
    March 1, 2011 at 8:50 am

    Yes I forgot these existed! Can’t wait to make my very own cream pies.

  • Reply
    Heather @ Get Healthy with Heather
    March 1, 2011 at 8:54 am

    I can’t remember the last time I had an oatmeal cream pie. Gosh I loved those growing up!

    Mmmm I want a toothache from them :). Or just a lot of them.

  • Reply
    Rachel @ The Avid Appetite
    March 1, 2011 at 9:01 am

    Ah Little Debbie throwback! I used to love the packaged oatmeal pies when I was a kid. I bet this grown-up version would blow it out of the water 🙂

  • Reply
    Sabrina @ Radioactive Runner
    March 1, 2011 at 9:29 am

    Wow, I definitely remember these from grade school……. but these look so much better!! I just so happen to have all the ingredients needed to make them as well. Uh oh..

  • Reply
    Amanda
    March 1, 2011 at 9:34 am

    Oh my, these look darling and scrumptious! I love oatmeal cookies, and I bet they’re even better when you stick two together with a delicious frosting! Love!

  • Reply
    Natalia - a side of simple
    March 1, 2011 at 9:34 am

    Not only do I hold your blog responsible for my virtual cavities, I also would like to charge it for my abundance of stretchy pants 😉 Oatmeal and cinnamon are totally healthy, though, so this recipe doesn’t count for dessert. I think it’s more of a breakfast…or snack… right?

  • Reply
    Gina
    March 1, 2011 at 10:04 am

    Whoa whoa whoa! I used to love the Little Debbie ones as a kid! I’m making these ASAP. Thanks so much for the recipe 🙂

  • Reply
    Margaret
    March 1, 2011 at 10:08 am

    you had me at “oatmeal cream pie”… i essentially LIVED on those little debbie oatmeal cream pies my sophomore year of high school. now that i bake regularly, i will be adding these to my list of things to bake…and it will go to the top of the list. thank you! 🙂

  • Reply
    hippierunner
    March 1, 2011 at 10:34 am

    Noooo! If you have a cavity I bet I have one too because you keep tempting us with all these sweets! I can’t make these because…I already have some yellow cake (recipe courtesy of you) in my fridge right now! I made it last night for my boyfriend’s bday and he loved it! I will likely be making these soon. Too soon!

  • Reply
    Jessica
    March 1, 2011 at 10:36 am

    You have got to stop posting recipes where I have all ingredients on hand and can’t use a grocery store trip as a deterrent.

    And by stop, I mean keep going. I can’t wait to make these!

  • Reply
    Amanda
    March 1, 2011 at 10:46 am

    These seriously looks AMAZING 🙂

  • Reply
    Jess
    March 1, 2011 at 10:51 am

    i loved those oatmeal cream pies when i was a kid! this looks the grown up version i “need.”

  • Reply
    Kristina
    March 1, 2011 at 11:00 am

    I may or may not have a 10 page paper due on Monday that I haven’t started yet… but I don’t think that would stop me from making these this weekend.

  • Reply
    Hannah @ PalmBeachRunner
    March 1, 2011 at 11:24 am

    YUM! I love oatmeal pies- and homemade is always way better 😉

  • Reply
    Kim @ Wallet Friendly Wellness
    March 1, 2011 at 12:08 pm

    I haven’t thought of oatmeal cream pies in forever!! As soon as you described getting them out of the vending machine, it all came back to me. Wow, I used to love those things! These look delicious, especially for a dinner party.

  • Reply
    Moni'sMeals
    March 1, 2011 at 1:08 pm

    thank you! just printed this out. 🙂

  • Reply
    Mary @ Bites and Bliss
    March 1, 2011 at 1:51 pm

    I love how these don’t seem like they’d be *too* overly sweet like tradiationl cream pies due to the cinnamon possibly counterbalancing it. They sound wonderful!

  • Reply
    Alexa @ Simple Eats
    March 1, 2011 at 2:48 pm

    Oh my gosh these look so good. I used to love oatmeal cream pies but these look even better! Pretty sure I could eat a whole bowl full of that buttercream!

  • Reply
    Erin
    March 1, 2011 at 2:58 pm

    I loved little debbie oatmeal cream pies growing up, so I had to make these right away…Soooo yummy!!!

  • Reply
    Jaime
    March 1, 2011 at 3:34 pm

    You.SO.Did.Not.Go.There.

    Ok. That’s it. You are my hero. Like, Almanzo-braving-the-BIG-Blizzard-for-the-sake-of-the-whole-town hero.

  • Reply
    Lisa (Dishes of Mrs. Fish)
    March 1, 2011 at 4:19 pm

    Um, I love oatmeal cream pies.
    I literally whispered “Oh my god. These look amazing,” aloud when I saw this recipe in my google reader. It is a good thing my third graders were at gym.
    The last thing I need them to do is go home and say “My teacher talks to herself about oatmeal creme pies.” 😉

  • Reply
    MyThy as in "Mighty"
    March 1, 2011 at 10:09 pm

    Alrighty, that is just too delicious…it conjured up memories of how my sister and I would save our allowance to go to 7-11 and buy a box of Lil’ Debbies b/c our mom didn’t allow us to have junk food (cookies, candies, chips, or soda) in the house. They were so soft and the cream frosting…oh boy!

    Will you post a recipe for homemade twinkies now? I’ve seen some recipes online, but I find myself always returning to your blog for recipes. 😉

  • Reply
    mitzi
    March 2, 2011 at 1:36 am

    i’m not a huuuge fan of cinnamon but “cinnamon buttercream” has such a nice ring to it. it makes me want to make it!

  • Reply
    MichellePC
    March 2, 2011 at 10:13 am

    I used to love oatmeal creme pies right out of the box, but this version looks even better – and most likely much better for me. 🙂 Thanks for the recipe!

  • Reply
    jenny
    March 2, 2011 at 12:55 pm

    these look awesome! i am definitely trying this

  • Reply
    Jen
    March 3, 2011 at 7:55 am

    i baked these today and i cannot wait to give them away to my friends! thanks!

  • Reply
    sterlingstyle
    March 9, 2011 at 5:01 pm

    these look soo good. I tried making something like these before and had the biggest mess in the kitchen and messy flat cookies. I think it may be time to try again!

  • Reply
    Jen
    March 10, 2011 at 6:05 pm

    I made these last night! The buttercream is soooooo good. 🙂 Unfortunately, I made a huge mess since I was trying to use a hand beater in a too small bowl. Sometimes the clean-up is worth it–this is one of those times.

  • Reply
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  • Reply
    jenny
    April 23, 2011 at 4:26 pm

    just made ’em. AMAZING. in love. 🙂

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  • Reply
    stevie
    November 8, 2011 at 10:18 am

    Just made these and they are amazing!

  • Reply
    Jill
    January 13, 2012 at 8:47 pm

    WOWZA 🙂 these are amazing! Took me back to little debbie days and post softball games! I had to share it!

    Thanks!!

  • Reply
    DessertForTwo
    March 22, 2012 at 11:36 am

    QUESTION: how much cinnamon do you add? There’s a typo and it says 1/s tsp…

    Thanks! 🙂

  • Reply
    DessertForTwo
    March 22, 2012 at 11:37 am

    I’m referring to the cinnamon typo in the cookies…not the buttercream. Sorry, I’m being annoying. :/

    • Reply
      jenna
      March 22, 2012 at 12:00 pm

      you’re not annoying!!! My fault! It should be 1/2 tsp.

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