Old Fashioned Rolled Sugar Cookie Recipe

If you love cinnamon rolls and sugar cookies, this Soft and Chewy Cinnamon Roll Sugar Cookies Recipe is the perfect mash-up! These cookies have a buttery, soft sugar cookie base swirled with a rich cinnamon-sugar fillingand topped with a sweet vanilla glaze—just like a classic cinnamon roll, but in cookie form!

🛒 Ingredients for Soft and Chewy Cinnamon Roll Sugar Cookies

🧈 Sugar Cookie Dough

• 2 ¾ cups all-purpose flour
• 1 teaspoon baking powder
• ½ teaspoon salt
• 1 cup unsalted butter (softened)
• 1 ½ cups granulated sugar
• 1 large egg
• 1 teaspoon vanilla extract
• ½ teaspoon almond extract (optional, for extra flavor)
• 3 tablespoons milk

🌟 Cinnamon Filling

• ¼ cup unsalted butter (melted)
• ½ cup brown sugar (packed)
• 1 tablespoon cinnamon

🍦 Vanilla Glaze

• 1 cup powdered sugar
• 2 tablespoons milk
• ½ teaspoon vanilla extract

🍽️ Substitutions for Soft and Chewy Cinnamon Roll Sugar Cookies

• Dairy-free: Use vegan butter and almond milk.
• Gluten-free: Swap flour for a 1:1 gluten-free blend.
• No almond extract? Just use extra vanilla!
• Less sugar? Reduce the filling sugar by ¼ cup.

👩‍🍳 How to Make Soft and Chewy Cinnamon Roll Sugar Cookies

1️⃣ Make the Sugar Cookie Dough

1. Whisk dry ingredients: In a bowl, combine flour, baking powder, and salt.
2. Cream butter & sugar: In another bowl, beat butter and sugar until light and fluffy (about 2 minutes).
3. Add wet ingredients: Mix in the egg, vanilla, almond extract, and milk.
4. Combine: Gradually add the dry ingredients, mixing until just combined.

2️⃣ Roll & Add Cinnamon Filling

1. Roll the dough: On a floured surface, roll the dough into a ¼-inch thick rectangle.
2. Spread the filling: Mix melted butter, brown sugar, and cinnamon, then spread evenly over the dough.
3. Roll & chill: Roll the dough into a log, wrap in plastic, and chill for 30 minutes.

3️⃣ Slice & Bake

1. Slice cookies: Cut into ½-inch thick slices and place 2 inches apart on a parchment-lined baking sheet.
2. Bake: At 350°F (175°C) for 10-12 minutes, until edges are lightly golden.
3. Cool: Let cookies cool for 5 minutes before transferring to a wire rack.

4️⃣ Make the Vanilla Glaze

1. Whisk powdered sugar, milk, and vanilla until smooth.
2. Drizzle over cooled cookies and let set.

✅ Recipe Tips for Soft and Chewy Cinnamon Roll Sugar Cookies

• Chill the dough for easier slicing and perfect swirls.
• Use room temperature butter for better texture.
• Don’t overbake! Cookies should be soft in the center.
• Drizzle glaze while cookies are slightly warm for better absorption.

🥶 Storage Instructions for Cinnamon Roll Sugar Cookies

• Room temperature: Store in an airtight container for up to 5 days.
• Refrigerator: Keep for up to 2 weeks.
• Freezer: Freeze dough log or baked cookies for up to 3 months.

🔄 Recipe Variations for Cinnamon Roll Sugar Cookies

• Pumpkin Spice Cinnamon Cookies: Add ½ teaspoon nutmeg.
• Maple Glaze: Swap vanilla for ½ teaspoon maple extract.
• Cream Cheese Drizzle: Mix cream cheese, powdered sugar, and milk.
• Extra Gooey: Brush baked cookies with melted butter before glazing.

❓ FAQs About Soft and Chewy Cinnamon Roll Sugar Cookies

Why is my dough too sticky?

Chill it for 30 minutes or add 1 tablespoon flour at a time.

Can I skip chilling the dough?

No, chilling helps cookies hold their swirl shape!

What’s the best sugar for rolling?

Granulated sugar works, but try coarse sugar for extra crunch.

How do I keep my cookies soft?

Store with a slice of bread in the container to maintain moisture.