Pillow Soft Cinnamon Rolls

Featured in: Easy Baking Joys

These incredibly soft and fluffy cinnamon rolls feature a buttery cinnamon sugar filling swirled through tender dough, topped with a rich cream cheese glaze. The dough develops perfect texture through proper rising, while the filling creates those signature gooey layers we all love. Best served warm for maximum enjoyment.

Updated on Thu, 15 Jan 2026 11:40:00 GMT
Freshly baked Pillow Soft Cinnamon Rolls topped with creamy glaze, ready for breakfast or brunch. Pin it
Freshly baked Pillow Soft Cinnamon Rolls topped with creamy glaze, ready for breakfast or brunch. | weeknightwhisk.com

The first time I made cinnamon rolls from scratch, my apartment building smelled like a bakery for three days straight. My neighbor actually knocked on my door to ask what I was making, which turned into her coming over with fresh coffee just as the rolls came out of the oven. That accidental morning party taught me that cinnamon rolls are really just an excuse to gather people around your kitchen table.

Last Christmas morning, I woke up at 5 am just to get these rolling because my sister had requested them for our family brunch. Half asleep and measuring flour by cabinet light, I realized I had forgotten to set out the butter the night before. The rolls still turned out beautifully, and now I always keep extra butter on the counter just in case someone else wants last minute cinnamon rolls.

Ingredients

  • All purpose flour: Bread flour gives an extra fluffy texture but regular flour works perfectly fine
  • Active dry yeast: Make sure your milk is warm but not hot, or you will kill the yeast before it even starts working
  • Warm milk: I heat mine for about 30 seconds in the microwave and test it on my wrist like baby formula
  • Granulated sugar: This feeds the yeast and helps the dough rise properly
  • Unsalted butter: Melted butter in the dough keeps it tender, and softened butter for the filling spreads evenly without tearing
  • Eggs: Room temperature eggs incorporate better into the dough
  • Salt: Do not skip this even though it is a sweet recipe, it balances all the sugar
  • Light brown sugar: Dark brown works too but gives a stronger molasses flavor
  • Ground cinnamon: Fresh cinnamon really does make a difference here
  • Cream cheese: Full fat cream cheese makes the best glaze, I have tried the low fat version and it was not worth it
  • Powdered sugar: Sifting it first prevents those annoying lumps in your glaze
  • Vanilla extract: Pure vanilla extract is worth the extra cost for something this special

Instructions

Wake up the yeast:
Dissolve the yeast in warm milk with a tablespoon of sugar, then walk away for 5 to 7 minutes until it looks foamy and alive on top
Mix the dough:
Whisk in the remaining sugar, melted butter, eggs, and salt, then gradually add flour until a soft dough forms
Knead it smooth:
Work the dough on a floured surface for 6 to 8 minutes until it feels like a soft earlobe, then let it rise in a covered bowl until doubled
Roll it out:
Punch down the dough and roll it into a 16 by 12 inch rectangle, keeping the thickness as even as you can
Add the filling:
Spread the soft butter all over the dough, then sprinkle the brown sugar and cinnamon mixture like you are seasoning a steak
Roll and slice:
Tightly roll from the long edge, pinch the seam closed, and cut into 12 equal pieces using dental floss for the cleanest slices
Second rise:
Place the rolls in a greased baking dish, cover them, and let them puff up for 35 to 45 minutes until they are cozy and touching each other
Bake golden:
Bake at 350 degrees for 22 to 25 minutes until the tops are golden brown and you can smell cinnamon throughout your whole house
Make the glaze:
Beat the softened cream cheese and butter until smooth, then mix in powdered sugar, vanilla, and just enough milk to make it spreadable
Glaze and serve:
Let the rolls cool for exactly 10 minutes so the glaze melts beautifully into all the cracks without running off completely
Warm Pillow Soft Cinnamon Rolls with buttery cinnamon swirls and rich cream cheese frosting. Pin it
Warm Pillow Soft Cinnamon Rolls with buttery cinnamon swirls and rich cream cheese frosting. | weeknightwhisk.com

My grandmother always said that cinnamon rolls taste better when someone else makes them for you, but I think the secret is really just making them with people you love. The last time I made these, my daughter helped me sprinkle the cinnamon sugar and managed to get more on the counter than the dough. Those were still the best cinnamon rolls I have ever eaten.

Make Ahead Magic

You can prepare these rolls the night before and refrigerate them after shaping, then let them sit at room temperature for an hour before baking. I have discovered this trick saves my life when hosting brunch, because nobody wants to wait two hours for breakfast while hungry guests are asking when food will be ready.

Filling Variations

Sometimes I add chopped pecans or raisins to the filling, and once I even threw in some chopped dark chocolate chunks that melted into the most delicious surprise. The classic cinnamon sugar combination is hard to beat, but do not be afraid to make this recipe your own.

Storage Secrets

These rolls actually taste better the second day if you store them in an airtight container and reheat individual pieces for 20 seconds in the microwave. The cinnamon flavor has time to deepen and the glaze soaks into every layer.

  • Freeze unbaked rolls after slicing and thaw overnight before the final rise
  • Extra glaze keeps in the fridge for up to a week and is amazing on pancakes
  • Room temperature storage works for 2 days but after that refrigerate or freeze
Golden Pillow Soft Cinnamon Rolls served on a plate, ideal for cozy morning gatherings. Pin it
Golden Pillow Soft Cinnamon Rolls served on a plate, ideal for cozy morning gatherings. | weeknightwhisk.com

There is something almost magical about pulling a pan of warm, sticky cinnamon rolls out of the oven and watching people is faces light up. I hope these become your new favorite excuse to gather people around your table too.

Common Questions

How do I know when the dough has risen enough?

The dough is ready when it has doubled in size. You can test this by pressing two fingers gently into the dough - if the indentation remains, your dough has properly risen. This typically takes about 1 hour in a warm, draft-free spot.

Can I make these ahead of time?

Absolutely! You can prepare the rolls the night before, cover them tightly, and refrigerate after shaping. Let them come to room temperature and rise for about 1 hour before baking. This makes them perfect for holiday mornings or special breakfast occasions.

Why did my cinnamon rolls turn out dense?

Dense rolls usually result from under-kneading, insufficient rising time, or killing the yeast with milk that's too hot. Ensure your milk is around 110°F (43°C) - comfortably warm to touch but not hot. Knead until the dough is smooth and elastic, typically 6-8 minutes.

What's the best way to slice rolls evenly?

Use unflavored dental floss or a very sharp knife. Slide floss under the rolled dough log, cross ends over the top, and pull through - this cuts without compressing the dough. If using a knife, use a gentle sawing motion for clean cuts.

Can I freeze unbaked cinnamon rolls?

Yes! After slicing, place rolls in a baking dish, cover tightly with plastic wrap and foil, then freeze for up to 4 weeks. Thaw overnight in the refrigerator, then let rise at room temperature for 1 hour before baking as directed.

Pillow Soft Cinnamon Rolls

Soft fluffy cinnamon rolls with buttery cinnamon sugar swirl and creamy glaze

Prep Time
30 min
Cook Time
25 min
Time Needed
55 min
Created by Ella Thompson

Dish Type Easy Baking Joys

Skill Level Medium

Cuisine American

Makes 12 Portions

Dietary Info Meat-Free

What You'll Need

Dough

01 4 cups all-purpose flour
02 2 1/4 tsp active dry yeast (1 packet)
03 1 cup warm milk (110°F)
04 1/3 cup granulated sugar
05 1/3 cup unsalted butter, melted
06 2 large eggs, room temperature
07 1 tsp salt

Filling

01 2/3 cup packed light brown sugar
02 2 1/2 tbsp ground cinnamon
03 1/4 cup unsalted butter, very soft

Cream Cheese Glaze

01 4 oz cream cheese, softened
02 1/4 cup unsalted butter, softened
03 1 cup powdered sugar, sifted
04 1/2 tsp vanilla extract
05 2-3 tbsp milk

Step-by-Step

Step 01

Activate the Yeast: Dissolve yeast in warm milk with 1 tablespoon sugar. Let stand until frothy, about 5-7 minutes.

Step 02

Mix the Dough: Add remaining sugar, melted butter, eggs, and salt to the yeast mixture. Mix until combined. Gradually add flour, mixing until a soft dough forms.

Step 03

Knead and Rise: Knead dough on a floured surface for 6-8 minutes until smooth and elastic. Place in a greased bowl, cover, and let rise in a warm place until doubled, about 1 hour.

Step 04

Shape the Dough: Punch down dough and turn onto a lightly floured surface. Roll into a 16x12-inch rectangle.

Step 05

Add Filling: Spread soft butter evenly over dough. Sprinkle with brown sugar and cinnamon mixture.

Step 06

Form Rolls: Starting from a long edge, tightly roll up dough. Pinch seam to seal. Cut into 12 equal rolls.

Step 07

Second Rise: Place rolls in a greased 9x13-inch baking dish. Cover and let rise until nearly doubled, about 35-45 minutes.

Step 08

Bake: Preheat oven to 350°F. Bake for 22-25 minutes until golden brown.

Step 09

Prepare Glaze: While rolls bake, beat together cream cheese, butter, powdered sugar, vanilla, and enough milk for a spreadable consistency.

Step 10

Glaze and Serve: Let rolls cool for 10 minutes, then spread glaze over warm rolls. Serve immediately.

Tools Required

  • Large mixing bowls
  • Stand mixer with dough hook (optional)
  • Rolling pin
  • 9x13-inch baking dish
  • Sharp knife or dental floss for slicing
  • Measuring cups and spoons

Allergy Notice

Go through every ingredient to identify allergens and talk to your healthcare provider if you have concerns.
  • Contains wheat (gluten)
  • Contains eggs
  • Contains milk and dairy products

Nutrition Information (per portion)

Nutrition details are for general reference and shouldn't replace advice from your doctor.
  • Caloric Content: 345
  • Fats: 13 g
  • Carbohydrates: 51 g
  • Proteins: 6 g