Soft Cinnamon Roll Cookies – My Recipe Reviews (2024)

by sblades

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Who doesn't love fresh soft cinnamon rolls to go with their morning coffee?

Well, I do. I don't have time right now to make full-fledged rolls, so I went with these delicious Soft Cinnamon Roll Cookies.

The recipes I usually see for cinnamon roll cookies are more shortbread-like cookies filled with cinnamon sugar and rolled into spirals. Others are sugar cookies swirled with cinnamon sugar.

I prefer this softer version - kind of cake-like with a glaze icing.

Rolling the dough takes patience, but take your time and roll slowly (or better yet, trick your kids/grand kids into doing it). Be assured, the outcome is well worth it. Flouring your surface well and your hands lightly will make it easier to roll up.

The dough is rather tacky, so definitely refrigerate it for awhile until it firms up some. The recipe calls for at least 15 minutes to chill, but the longer you refrigerate it, the easier it is to roll up. Some of my readers have suggested an hour.

Be gentle with the dough so the cookies don't turn out tough.

The final cookie, although more cakey than cookie, does actually taste like a cinnamon roll and goes great with coffee or milk. The cookies can be quite large - almost as big as a real cinnamon roll. If you want them smaller, be my guest - they'll still be great!

These Soft Cinnamon Roll Cookies are terrific. They're the top Pinterest pin and top recipe on my site and for good reason!

Some day I'll take better photos of these cookies, but it seems like every time I make them they disappear before I can grab my camera.

If you're in a hurry, you may not want to make these until another day. Take a little time (and have a little patience) and try these - you'll like them!

Looking for more great cookie recipes?

  • Texas Sheet Cake Cookies
  • Cherry Ribbon Cookies
  • Oatmeal Lace Cookies
Soft Cinnamon Roll Cookies – My Recipe Reviews (4)

Monster Cinnamon Roll Cookies

Yield: 12 -14

Prep Time: 30 minutes

Cook Time: 20 minutes

Inactive Time: 1 hour 15 minutes

Total Time: 2 hours 5 minutes

Large cake-like cookies, swirled with cinnamon, sugar, and butter. Like a cinnamon roll, but is a cookie!

Ingredients

  • ¾ C butter, softened
  • 1 C sugar
  • ½ teaspoon vanilla
  • 3 C flour
  • 1 teaspoon baking soda
  • ¾ C buttermilk
  • Filling
  • 2 tablespoon butter, softened
  • ½ C brown sugar
  • 1-2 tablespoon cinnamon
  • Glaze
  • 2 C powdered sugar
  • ½ teaspoon vanilla
  • 3-4 tablespoon milk

Instructions

  1. In a mixing bowl, cream butter and sugar together until creamy then mix in the vanilla. In a small bowl, add the baking soda to the buttermilk and stir - set aside. Add one cup of the flour slowly to the butter mixture until combined. Pour in the buttermilk/soda and mix until combined. Finish by adding the rest of the flour. Mix until just combined (don't over mix). Put the dough into the refrigerator for at least one hour.
  2. Preheat the oven to 350°. Prepare the cookie sheets with parchment paper or spray the sheets with cooking spray.
  3. Generously flour your counter or baking marble. Turn out the dough onto the flour and shape into an approximately 12" x 8" rectangle, about ¼" thick. (Yes, it's a very sticky dough, be patient!) Spread the butter evenly over the dough, then sprinkle with the brown sugar and cinnamon.
  4. Roll the dough from the long side, slowly nudging up and as tightly as possible without breaking the dough. Don't worry if there are some little places that open up - just lightly pinch them closed.
  5. Put in refrigerator for at least 15 minutes, then slice into 1" slices, wiping the sharp knife between cuts. Place the cookies onto the cookie sheet, at least 2 ½" apart as they will spread. Lightly reshape cookies into circles if needed, making sure the cinnamon sugar is showing in spirals.
  6. Bake for 18-20 minutes until lightly browned. Transfer baked cookies to a wire rack immediately to cool.
  7. After completely cooled, mix the glaze ingredients together until smooth and desired texture. Spoon glaze to completely cover the cookies and give them enough time to set before serving.

Notes

Tips and Stuff:

Don't skip the refrigeration part. The dough is sticky and needs to firm up some. It won't be like a thick bread dough - more like a thick cookie dough.

When glazing the cookies on the rack, place a big piece of wax paper under the rack to catch the drippings.

Store in a tightly sealed container.

Nutrition Information:

Yield: 14Serving Size: 1 cookie
Amount Per Serving:Calories: 368Total Fat: 12gSaturated Fat: 8gTrans Fat: 0gUnsaturated Fat: 4gCholesterol: 32mgSodium: 216mgCarbohydrates: 62gFiber: 1gSugar: 39gProtein: 4g

Nutrition Values are Approximate

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Reader Interactions

Comments

  1. Soft Cinnamon Roll Cookies – My Recipe Reviews (5)Sherlynn

    Susan, these look SOOO delicious!! Thanks!
    Sherlynn

    • Soft Cinnamon Roll Cookies – My Recipe Reviews (6)sblades

      They really are good, Sherlynn! A little messy to make, but good. I found they were the best the next day after I made them.

Soft Cinnamon Roll Cookies – My Recipe Reviews (2024)

FAQs

How long do cinnamon rolls take to cook in the oven? ›

While the rolls are rising, preheat the oven to 375°F. Bake the rolls until they're brown around the edges and beginning to turn golden brown across the center, about 20 minutes.

How long to cook Pillsbury cinnamon rolls on a cookie sheet? ›

HEAT oven to 375°F (or 350°F for nonstick cookie sheet). GREASE cookie sheet. PLACE rolls 2 inches apart on cookie sheet. BAKE 12 to 14 minutes or until golden brown.

How do you keep cinnamon rolls soft when baking? ›

10 genius tips to bake Perfectly Pillowy Cinnamon Rolls
  1. 1) Melt the butter in the same bowl you make the filling. ...
  2. 2) Use a bench knife (or bowl scraper) for neat corners. ...
  3. 3) Don't roll the dough too tightly. ...
  4. 5) Do yourself a favor and get rigid plastic half sheet pan covers. ...
  5. 7) Let the rolls cool for 10 minutes.
Mar 10, 2021

How do you soften cinnamon rolls in the oven? ›

Reheat In Oven

Add a little dribble of water (1 teaspoon per roll) over each to rehydrate them as they are reheated. Cover the baking dish with aluminum foil. This will trap steam and rehydrate the rolls as they warm up. This will make sure they are soft and delicious.

How do you keep Pillsbury ready to bake cookies soft? ›

Baking at 375 degrees F as opposed to a lower temperature will help cookies stay soft: they'll bake faster which means they aren't in the hot, drying air of the oven too long. Pull the cookie sheet out of the oven when the cookies are just set: underbaking is better than overbaking.

What temperature do you put Pillsbury cookies in the oven? ›

HEAT oven to 350°F (or 325°F for nonstick cookie sheet). PLACE cookie dough rounds about 2 inches apart on ungreased cookie sheet. BAKE 10 to 14 minutes or until light golden brown. COOL 2 minutes; remove from cookie sheet.

What is the best pan to cook Pillsbury cinnamon rolls in? ›

Tips from the Pillsbury Kitchens

We found that a 9-inch metal round or square pan works best with this recipe so dough has enough room to expand while baking.

How long to bake cinnamon rolls at 400 Pillsbury? ›

HEAT oven to 400°F (or 375°F for nonstick pan). GREASE round cake pan. PLACE rolls in pan, cinnamon topping up. BAKE 13 to 17 minutes or until golden brown.

How do you tell if cinnamon rolls are fully cooked? ›

Bake cinnamon rolls until golden brown and the internal temperature reaches between 190°and 200°F.

Should I cover cinnamon rolls when baking? ›

They will expand more when baked. Preheat the oven to 375F. Brush the tops of the rolls with water or any kind of milk before baking. Cover your pan with foil or a lid (if using a cast iron) and place into preheated oven.

How long to reheat cinnamon rolls at 350? ›

I love making cinnamon rolls in advance and simply reheating them on a busy weekend morning. If you're just waiting a day or two, then you can always just refrigerate them. Then whenever you are ready to eat, just pull them from the fridge and bake in a 350 degree oven for 5-8 minutes.

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