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Cinnamon Roll Cookies – Sweet, Swirled & Irresistible

Imagine the cozy flavors of a cinnamon roll baked into a handheld cookie. That’s exactly what you get with these Cinnamon Roll Cookies — tender sugar-cookie-style dough rolled with a rich cinnamon-sugar swirl, sliced, baked, and drizzled with icing. They’re perfect for holidays, bake sales, or coffee dates. These cookies not only taste incredible but also have that eye-catching swirl that makes them a showstopper on any cookie platter.
Prep Time 25 minutes
bake time 10 minutes
Total Time 35 minutes
Servings: 24 cookies
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Ingredients
  

🌾 Cookie Dough:
  • 2 ½ cups all-purpose flour
  • ½ tsp baking powder
  • ½ tsp salt
  • ¾ cup unsalted butter softened
  • 1 cup granulated sugar
  • 1 large egg
  • 2 tsp vanilla extract
🌿 Filling:
  • 3 tbsp unsalted butter melted
  • ½ cup brown sugar packed
  • 1 ½ tbsp ground cinnamon
🍬 Icing:
  • 1 cup powdered sugar
  • 2 –3 tbsp milk
  • ½ tsp vanilla extract
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Equipment

  • Mixing bowls
  • Hand or stand mixer
  • Rolling Pin
  • Measuring cups & spoons
  • Parchment paper
  • Baking sheets
  • Wire cooling rack

Method
 

Step 1 – Make the Dough
  1. In a bowl, whisk flour, baking powder, and salt.
  2. In another bowl, beat butter and sugar until fluffy.
  3. Add egg and vanilla, mixing well.
  4. Gradually add dry ingredients, forming a soft dough.
  5. Wrap dough in plastic and chill for at least 1 hour.
Step 2 – Roll & Fill
  1. Roll chilled dough into a 10x14-inch rectangle on floured surface.
  2. Brush with melted butter.
  3. Sprinkle evenly with brown sugar and cinnamon.
Step 3 – Shape the Cookies
  1. Roll dough tightly into a log.
  2. Wrap in plastic wrap and refrigerate for 1–2 hours until firm.
Step 4 – Slice & Bake
  1. Preheat oven to 350°F (175°C).
  2. Slice log into ¼-inch thick rounds.
  3. Place on parchment-lined baking sheets.
  4. Bake 10–12 minutes, until edges are lightly golden.
  5. Cool completely on wire rack.
Step 5 – Glaze
  1. Whisk powdered sugar, milk, and vanilla until smooth.
  2. Drizzle glaze over cooled cookies.

Notes

🧊 Storage & Reheating
Store in airtight container at room temp up to 5 days.
Freeze baked cookies up to 2 months (glaze after thawing).
Warm slightly in microwave for that fresh “cinnamon roll” feel.
🥄 Variations
Cream Cheese Icing: Replace glaze with cream cheese frosting.
Nutty Swirl: Add chopped pecans or walnuts to filling.
Pumpkin Spice Twist: Replace cinnamon with pumpkin pie spice.
Holiday Version: Use red & green sprinkles in the filling.
❓ 10 FAQs
Do I have to chill the dough?
Yes, it keeps the cookies from spreading too much.
Can I make the dough ahead of time?
Yes, refrigerate up to 2 days or freeze up to 1 month.
What’s the best way to slice the log?
Use a sharp serrated knife or dental floss for clean cuts.
Can I use store-bought sugar cookie dough?
Yes, but homemade gives the best flavor.
Can I make them gluten-free?
Yes, use a 1:1 gluten-free flour blend.
Do they taste like real cinnamon rolls?
Yes, they’re like a chewy cookie version of them.
Can I double the recipe?
Absolutely — these freeze well, so make extra!
Can I reduce the sugar?
You can cut the filling sugar slightly, but don’t reduce dough sugar much.
Can I skip the glaze?
Yes, but it adds that signature cinnamon roll sweetness.
Can I bake them thicker?
Yes, slice ½-inch thick for softer, doughier cookies.
🏁 Conclusion
These Cinnamon Roll Cookies combine the best of two worlds: the swirled, spiced sweetness of cinnamon rolls and the chewy goodness of cookies. With a buttery base, gooey cinnamon-sugar filling, and sweet glaze drizzle, they’re perfect for holidays, parties, or everyday baking.