« Food & Drinks

Miss Cindy's Holiday Cinnamon Rolls

by Cindy Rippe

Miss Cindy's Holiday Cinnamon Rolls!

These Cinnamon Rolls make a wonderful gift...it takes a while to make them, but SOOOO worth it. They are amazing! So buttery, gooey, sweet and cinnamony!! (Is that a word??) This recipe makes 7 round pans of rolls. I like to go to my favorite party store, where you can get the aluminum pans and the decorative plastic  wrapping to make them festive for gift giving! 


Ok, you know you want these, and here's how to make them. But make sure and give yourself enough time to make them. They are worth it! You are going to "WOW" your friends if you decide to give up a pan or two for gift giving. They will expect them every year, so beware!!! The ingredients are below.

First, for the dough, heat  4 cups of milk, 1 cup vegetable oil, and 1 cup of sugar. Heat in a large sauce pan. Heat the mixture-- but don't let it come to a boil. Remove from heat. 


When the milk mixture gets lukewarm, sprinkle 2 packs of active dry yeast over the top. No need to stir... Just let it sit on top for a minute or two. Make sure it isn't too hot, just lukewarm, or it will destroy the yeast enzymes and the dough won't rise.


Next slowly  add 8 cups of flour. Stir mixture and cover. This is what it should look like.


Cover the dough and let it sit and rise for at least an hour. 


While the dough is rising, I think I'll take a break and play on Facebook and look out the window at our beautiful snow! It really gets me in the Holiday Spirit! Cinnamon rolls and snow, go hand in hand!!! 


Remove the towel and add 1 heaping teaspoon of baking powder and a half teaspoon of baking soda and 1 cup of flour. Stir to combine.  


Now if you want,  you can refrigerate the dough for a couple days or bake them now. If you chill the dough it makes it easier to work with. So if you wish, take another break, maybe explore our website some more, you might find another good recipe for the holidays! But I'm ready  to make these rolls!!! Sprinkle your surface with flour. 


Grab half the dough and roll out into a long rectangle.


This dough is so easy to work with!


Now that it's all rolled out, you are ready for the fun stuff!!! Butter, sugar and cinnamon! MMMM!!! 


Pour 1 cup, yes, I said 1 CUP of that good ol' sweet butter!  


Brush it all over the dough!! Don't skimp! 


Next sprinkle  1/4 cup (or more if you wish)  of ground cinnamon all over the butter.  


Sprinkle 1 cup of sugar over the cinnamon and butter! Oh this is going to be so buttery and gooey!!!  


Now here comes the fun part, begin at the end farthest from you, and roll the rectangle tightly towards you.  


 Just keep it as tight as you can! You can do it! It's really fun when the filling  oozes out all over the place. You'll want to lick your counter tops! 


 When you get to the end, just pinch the seams together. And you will have one long log that's full of decadence!


Next slice the log into 1 1/2 inch slices. You should get 20 to 25 rolls from one log.


Melt 1 stick of butter and add 1 to 2  tablespoons melted butter to your pans, coating evenly. Place the sliced rolls in the pans. Don't get them too close together. 


Cover the rolls with a towel and let rise for 25 minutes. Preheat the oven to 400 degrees. And repeat the butter/sugar/cinnamon/rolling process with the remaining dough. Bake for 15 minutes or until lightly browned.

Now for the Maple frosting!!!! In a large bowl whisk together a 2 lb. bag of powdered sugar and 1 tablespoon of maple flavoring.  


1/2 cup whole milk and  1/4 teaspoon of salt 


add 6 tablespoons of melted butter--did I say that we use A LOT of butter in this recipe???


and 1/4 cup of strong, brewed coffee. 


Whisk together until smooth. The icing should be thick but pourable. Like this!


When the rolls are finished baking and are still warm, drizzle the icing all over the rolls!!! Fill every nook and cranny with that wonderful maple icing!  


Oh, and by the way, the house smells AMAZING!!!!!! 


Make these. Your family and friends will love you--TRUST me, they'll expect them every year!




4 cups of whole milk

1 cup vegetable oil

1 cup sugar

2 packs of active dry yeast

8 cups all-purpose flour--plus a little extra in case you need it for rolling out the dough

1 teaspoon baking powder

1/4 teaspoon baking soda

1 Tablespoon of salt


2 cups melted butter or more if needed

1/4 cup ground cinnamon 

2 cups sugar

Maple Icing

2 pounds powdered sugar

1/2 cup whole milk

3/4 stick of butter

1/4 cup strong brewed coffee

tiny pinch of salt

3 teaspoons maple flavoring or extract

Follow directions above!  

Enjoy making these!! And Happy Holidays!