Holiday Whoopie Pies

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By Juliann Mathews

Here’s an old New England favorite with a new twist – a peppermint twist!  Peppermint Crunch Whoopie Pies!  Two moist, chocolatey cookies surrounding a generous amount of marshmallow-peppermint filling and rolled in crushed peppermint.

Peppermint Crunch Whoopie Pies

Prep. Time:  45 minutes
Cook time:  12 minutes/batch of cookies
Level:  Intermediate
Yield:  18-21 large whoopie pies or 33-38 medium

For Cookies
3 cups sugar
1 cup unsalted butter, softened
4 large eggs, room temperature
½ cup vegetable oil
1 tablespoon vanilla
6.5 cups all-purpose flour
2 cups unsweetened cocoa powder
1 ½ tablespoon baking soda
1 teaspoon baking powder
1 teaspoon salt
3 cups milk

Preheat oven to 350 degrees.  Line two half-sheet pans with Silpats or lightly grease.

In a large (at least 5 quart) bowl of stand mixer, cream sugar and butter with paddle attachment for 3-5 minutes.  Add eggs, beating well after each.  Add vegetable oil and vanilla and beat.

In a large separate bowl, sift dry ingredients together. 

With mixer on very low speed, gradually add half of the dry ingredients to the egg mixture.  Blend well. With mixer running on low, add 1 1/2 cups of the milk.  Mix until blended.  Repeat with remaining dry ingredients and milk.

Using a standard 1/4-cup ice cream scoop,  place batter on baking sheets, spacing 2-3” apart.  Bake 12 minutes, rotating pans (move lower pan to top level and top level to lower level) after the first 6 minutes.  Remove cookies from oven and transfer to cooling racks.  Repeat with remaining batter. Don’t worry if some are a little cracked on the top – that’s normal!  Cool completely prior to filling.

For Filling
1 1/2 cups butter
1 1/2cups vegetable shortening
9 cups confectioners’ sugar
4 cups marshmallow creme
4 tablespoons milk
1 teaspoon peppermint extract
½ teaspoon salt
1 lb hard peppermint candies

Combine first 7 ingredients in large bowl of mixer and beat until fluffy with paddle attachment. 

Place peppermints in heavy plastic bag and crush with hammer or flat side of meat tenderizer.  Sift crushed mints through fine sieve to separate dust from bits of candy.  Fold ½ of candy bits plus “dust” into the filling.  Reserve other half of candy pieces for garnish. 

ASSEMBLY:  Place a scoop of filling on the flat side of one cookie.  Place another cookie, flat side down on top, pressing down gently.  Roll edges of icing in remaining crushed peppermints.  Package immediately in clear cellophane bags and tie with ribbon.

PD Test Kitchen Note:  If medium-sized whoopie pies are desired, use a smaller (2 tablespoon) ice cream scoop to portion batter and filling.  Reduce baking time to 10 minutes.

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Reader Comments:


omg i love the pie

By Anonymous on December 24, 2010

I live near Lexington<ky. and work in Lexington. I just heard that you purchased the Horse shoe Casiino that is near Lexington. I was so happy and really anxious to come there. I am in many ways a lot like you. I had also to raise 2 boys alone . I had a small cafe in eastern Kentucky, which I worked from early morning until late nite.Well, I finally got them grown up now. I am a 61 year old ,single woman,divorced when my kids were young.And like you I am a very good self-taught chef. I am working as a nutrition lead at a near-by hospital ,full time.I am very intelliegent in the world of cooking and management.I really admire you as a person and your strength and you are not ashame of the fact that you had to live hard at one time also..What I would like to say to youis, I know you must have many applicants but I would give anything to move to Louisville and work for you.  I have great references, I like my present job but I don’t get to do what I love doing and that is cooking and creating new recipes. Hope to hear from you.

By Edna Bouchard on October 06, 2010

Dear Paula, My name is Christine Avina and
i wanted to share with you i am from Dunnellon, fla. but was born and raised in Pettisville, Ohio and i grew up on Whoopie Pies- my mother made them all the time and we love them…and now i make them all the time and i am going to add Peppermint to the cookie. Thanks for sharing this cookie idea.

By CHRISTINE AVINA on December 19, 2009

I would just like the recipe - not all the comments, how can I get it?  thanks

By Joan on December 17, 2009

where can i get the other whoopie pie recipes of Julianns

By Diana Miller on December 17, 2009

can i use mint extractwith peppermint candy

By wanda myers on December 17, 2009

I had heard of Julianne’s whoopie pies but until I photographed them, I had not a one.

I DID lick the bowl!  Since I’m not a fan of peppermint, she kindly made a different filling for me (whipped it up so fast, she’s a whiz in the kitchen!), filled them and sent me home with a half dozen after the photo shoot.

I maybe got two? My husband chowed down!

And…there’s NOTHING ON EARTH like her cake balls!

Excellent recipe!

By Linda Gregory on December 17, 2009

Dear Paula, My friend forwarded your Whoopee Pie recipe to me. Great! I must tell you, here in Brighton, Iowa we have a Whoopee Days celebration each year. Next June 18 and 19 2010 will be the 100th anniversary of our little towns celebration. This past year we served 1500 Whoopee Pies to Ragbri(Bike ride across Iowa. You are personally invited to celebrate with us. Just let me know. Thanks again for the recipe.
Your friend Rosemary

By Rosemary Pacha on December 15, 2009

I was excited to get this recipie yesterday and am hoping to try it tonight. I recently tried the Red Velvet Pies which everyone loved and made them again this past weekend. I have used the parchment paper but they dont seem to spread into even circles. I dump it by the small cookie scoop. I greased a pan and did it that way but they seemed crispier which my husband like better. I went and bought two silicone mats yesterday to try instead. Are there any tips you can give on to getting a good circle? I am always asked by everyone for desserts and while i have some of my own recipies I am always proud to say I use Paula’s recipes. everyone always looks forward to “your” treats

By Tiffany on December 15, 2009

dear paula i just wanted to say that i love all your shows i think they are very ententertaning and fun to watch. i rreally enjoy when u have your boys on your show i was wondering in paulas home cooking do you cook from your home or are u somewhere else?  i was also trying to get your newest cook book but they were out of stock i hope u keep cooking for a long time your one of my favorite people on the cooking chanel keep cooking y all your nu;mber one fan melanie

By melanie on December 15, 2009

Juliann’s whoopie pies are the best! She puts alot of time and love into “baking whoopie.” I have had the pleasure of tasting them both as gifts and straight from the oven. The chocolate peppermint are the perfect holiday treat and will disappear, quickly. Try her cherry mash whoopie pies, too. I miss having my sister “Juli” and her whoopies, here in Vermont. Thanks, Paula, for sharing Juliann’s story and recipe.

By Katherine A. Chase on December 15, 2009

I love chocolate and I love peppermint i would not have thought of mixing the to together and expeting my first baby in April 22 2010 i think it would be a good thing to try.

By becka whatley on December 15, 2009

I was looking for something new to make for my family. I am known for my deserts and this one is a keeper. Haven’t had a whoopie pie before so this will be a first, but love chocolate and peppermint though. I think what I will do is take my peppermint white choc bark and crush it and roll the ends of the whoopie pie in that! Thanks for the ideas!

By Peggy Hunter on December 15, 2009

I love your show. I get a great laugh at each one and is good for the soul. it is never a dull moment and can’t wait until the next show.
You are truly blessed with a wonderful family and of course your two handsome sons.
My daughter, genia just gave blessed me with my second grandaughter born 11/24/2009, Dakato and Devyn big sister will be 2 -12/20/2009.
I will be 72 in april and my brother still likes for me to cook.
My son Marc lives in Fl. and is getting married within the year. Marc is also a good cook.
We swap recipes.
may god bless you and your family through out the
holidays and the new year.
May your wonderful show continue.
God Bless You,
Patsie Stinoff
We are also great fans of LSU TIGERS, geaux tigers!

By Patsie Stinoff on December 14, 2009

I became a customer and consumer of Juliann’s famous Whoopie pies this past summer.  The banana with cream cheese icing are one of my favorites.  I donated one dozen pumpkin and one dozen banana whoopie pies to my children’s school dessert auction and they brought in $750. They are priceless!

By Kim on December 14, 2009

My Grandma used to make these when I was a little girl and I needed the recipe.  She did not add the peppermint but I love that added touch!  Thanks for sharing!

By Rachel on December 14, 2009

Dear paula,
as a wife and mother of 3 teenagers and one as addicted to chocolate like most of my friends(me nope) this will surely work for him. Yippee!!!
As I live on a farm I am so very happy to be able to bake with fresh hen and duck eggs.
All my many breads that consist of cinnamon/raisin bread, apple, cranberry breads are my speciality.
I wonder what bread is your speciality?
Love ya and wish to meet you one day!

Thanks for the inspiration!!!!

By Michelle Aguilar on December 14, 2009

Thanks so much for sharing this recipie, my momma and I were just talking this afternoon how we’d love to have a new cookie recipie to try for Christmas!  She LOVES pepermint and I am a chocoholic, so this combination is SURE to be a hit!  Thanks so much!  I have asked for one of your cookbooks from my husband for a Christmas present, thought it’d be a nice tradition for him to get one each year! 
Take care and I send you much love and wishes for a very Merry Christmas!

By Jennifer Thomas on December 14, 2009

I first met Juliann as a whoopie pie customer and she quickly became a friend. I picked up a batch of pumpkin whoopies and they were amazing. And Juliann is just as sweet and rich as these wonderful treats! And to call them a cookie is a grave injustice- they are in a class of their own!

By Jennifer on December 14, 2009

I was so happy to receive the email with the Holiday Whoopie Pies. I was trying to find a different type of cookie to make this year. Peppermint and chocolate, what a wonderful idea! Can’t waite to make it. Thanks for all you do.

By Kathy Heyne on December 14, 2009

Great site.  How do I become a user?

By ann Gee on December 14, 2009

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Paula, I love watching you and your family. I miss seeing your show, I watched you everyday. My son lives in Charleston S.C. He took me to the Lady & Sons to eat. Oh my goodness! People are always telling me that I look just like the cooking lady Paula Deen. I always tell them that you are my hero. May God Bless You Mary Ann
Mary Ann Tharp in A Summer of Burgers on August 15, 2014 at 10:48 pm

Add a few spoonfuls of parmesan cheese to the flour and cornmeal breading and it kicks the tomatoes up another notch. Bev
in Crispy Fried Green Tomatoes on August 15, 2014 at 10:33 am

I just bought Paula's Peach Salad Dressing and wondered if anyone has a good recipe that they use it in?
Melissa in Taste Testing 101 on August 13, 2014 at 8:36 am

Congrats Bobby. Loved the family picture miss you Paula on TV will be watching online. Jack is getting big. Looks like his mom but Matt aka moose has your face. Your eyes cheeks hair even falls to his face like yours except to the left. Good luck on your next venture. You give us other 60+ yr women strength to move on. Keep up the good work.
Carol Bryant in Love at Last on August 11, 2014 at 6:12 pm