Chef Mitchell preparing Cinnamon Sugar Filled Cookies
👨‍🍳 Expert Chef

Recipe by Mitchell

🎓 10+ Years Experience ⏰ 1000+ Recipes Created 🍽️ Culinary School Graduate

❤️ My Recipe Story

"I discovered this recipe while experimenting with cinnamon flavors in my baking. After several attempts to perfect the filling, I finally created a cookie that was both soft and filled with a delicious sweet surprise. Sharing these cookies with friends and family has turned them into a beloved favorite!"

With over a decade of experience in American cuisine, I have dedicated my career to creating delicious dessert recipes. My passion for baking has led me to explore traditional and modern techniques, ensuring that every recipe I create is perfect for home cooks.

View All Mitchell's Recipes →
Delicious Cinnamon Sugar Filled Cookies served on a plate

Why This Cinnamon Sugar Filled Cookies Recipe Works

This recipe stands out because it combines a classic cookie base with a sweet cinnamon filling, creating a delicious contrast in flavors. The use of brown sugar adds moisture and depth to the cookie dough, enhancing the overall taste. The rolled cinnamon sugar coating gives each cookie a delightful crunch.

The technique of sealing the filling inside the dough ensures that every bite reveals a sweet surprise. Additionally, the balanced ratios of sugar and spice ensure that the cookies are not overly sweet, making them perfect for any occasion.

💡 Professional Tip

For best results, chill the cookie dough before baking. This helps the cookies maintain their shape and prevents them from spreading too much. Additionally, ensure that your butter is softened but not melted for the best texture.

Frequently Asked Questions

Yes, you can prepare the dough and shape the cookies ahead of time. Refrigerate the shaped cookie dough for up to 3 days before baking. This allows the flavors to meld together beautifully. You can also freeze the unbaked cookies for up to 3 months; just bake them straight from the freezer when you're ready.

You can substitute unsalted butter with an equal amount of margarine or coconut oil. If you use salted butter, be sure to reduce the added salt in the recipe by half to maintain the right flavor balance.

Cinnamon Sugar Filled Cookies are done when they are lightly golden around the edges and still soft in the center. They will continue to firm up slightly as they cool on the baking sheet. Avoid overbaking to keep them chewy and soft.

Yes, these cookies freeze well. Once baked, allow them to cool completely, then store them in an airtight container or freezer bag. They can be frozen for up to 3 months. To thaw, simply leave them at room temperature for a few hours or microwave them for a few seconds to warm.

These cookies pair beautifully with a glass of cold milk or a warm cup of coffee. For an extra special treat, serve them with a scoop of vanilla ice cream or a drizzle of caramel sauce on top.

Cinnamon Sugar Filled Cookies can be stored in an airtight container in the fridge for up to one week. However, they are best enjoyed fresh. To maintain their softness, you can place a slice of bread in the container with the cookies.

Absolutely! You can make the cookies in advance and store them in an airtight container. If you prefer, you can also prepare the dough ahead of time, refrigerate it, and bake fresh cookies when you're ready to serve.

To reheat, place the cookies in a microwave-safe dish and microwave for about 10-15 seconds. Alternatively, you can reheat them in a preheated oven at 350°F (175°C) for about 5 minutes to restore their softness.

Recipe Troubleshooting Guide

✅

Too Dry

Problem: If your cookies come out dry, it may be due to overmixing the dough or measuring flour incorrectly.

Solution: To avoid dryness, make sure to measure your flour correctly using the spoon-and-level method. Mix just until combined to maintain moisture in the cookies.

✅

Not Crispy Enough

Problem: If the cookies are soft and not crispy, they may not have been baked long enough.

Solution: Ensure you bake the cookies until they are golden brown around the edges. If you prefer a crunchier texture, leave them in the oven for an additional minute or two, but monitor them closely.

✅

Overcooked

Problem: Overcooked cookies will be hard and dry.

Prevention: To prevent overcooking, set a timer for the minimum baking time and check frequently. Remember that cookies will continue to bake slightly after being removed from the oven.

✅

Undercooked Center

Problem: An undercooked center results in a doughy texture.

Recovery: Make sure to bake the cookies until the edges are set and golden. If you notice they are undercooked, return them to the oven for an additional minute or two.

✅

Burnt Exterior

Problem: Burnt cookies can occur from incorrect oven temperature or baking on an ungreased pan.

Prevention: Use an oven thermometer to ensure your oven is at the correct temperature. Also, use parchment paper to prevent sticking and burning.

✅

Flavor Balance

Too Sweet: If the cookies are too sweet, reduce the amount of sugar next time.

Too Salty: If the cookies are too salty, try balancing with extra cinnamon or a sweet drizzle.

Bland: For bland cookies, enhance the flavor with a pinch of salt or additional cinnamon next time.

Fresh ingredients for Cinnamon Sugar Filled Cookies

Essential Ingredients for Cinnamon Sugar Filled Cookies

The key ingredients for these cookies include all-purpose flour, butter, and sugars. Each component plays a vital role in achieving the perfect texture and flavor. The combination of granulated and brown sugar adds moisture and enhances the taste.

Using high-quality ingredients, such as unsalted butter and fresh spices, will significantly impact the overall flavor of the cookies. Always opt for fresh cinnamon for a more aromatic experience.

Essential Ingredient Notes

  • All-Purpose Flour: All-purpose flour is essential for providing structure to your cookies. Ensure that you measure it correctly to achieve the right consistency. Sifting the flour can also help incorporate air, making the cookies lighter.
  • Unsalted Butter: Using unsalted butter allows you to control the salt levels in your cookies. Make sure it's at room temperature for easy creaming with sugars, which is crucial for achieving a light and fluffy texture.
  • Ground Cinnamon: Ground cinnamon is the star of this recipe. For the best flavor, use fresh ground cinnamon rather than pre-ground. It adds depth and warmth to the cookies, making them irresistible.
Cooking process for Cinnamon Sugar Filled Cookies

Step-by-Step Cooking Process

The cooking method for these cookies is straightforward and beginner-friendly. By following each step carefully, you can ensure a perfect outcome. The dough comes together quickly, allowing for a fast baking experience.

For the best results, pay attention to the baking times and temperatures. This ensures that your cookies are cooked perfectly with a delightful chewy center and crispy edges.

Key Technique for Perfect Cinnamon Sugar Filled Cookies

The key to perfecting these cookies lies in the sealing of the filling. Make sure to secure the filling inside the dough to prevent it from leaking during baking. This technique ensures that every bite is filled with sweet goodness.

Cinnamon Sugar Filled Cookies

Prep 15 min
Cook 45 min
Serves 6 servings
Level Easy

📋 Ingredients

Main Ingredients

  • 1 cup powdered sugar
    For smooth filling
  • 1/4 cup milk
    To achieve the right consistency

For the Filling

  • 2 cups all-purpose flour
    For the dough base
  • 1 cup unsalted butter, softened
    For rich flavor
  • 1 cup granulated sugar
    For sweetness
  • 1/2 cup brown sugar, packed
    For moisture
  • 2 large eggs
    For binding
  • 1 tablespoon vanilla extract
    For flavor
  • 1 teaspoon baking soda
    For leavening
  • 1/2 teaspoon salt
    To enhance flavor
  • 2 tablespoons ground cinnamon
    For the filling

Instructions

  1. Preheat the Oven

    Preheat your oven to 350°F (175°C). Line baking sheets with parchment paper.

  2. Mix Dry Ingredients

    In a bowl, whisk together flour, baking soda, salt, and ground cinnamon. Set aside.

  3. Cream Butter and Sugars

    In a large mixing bowl, cream together softened butter, granulated sugar, and brown sugar until light and fluffy.

  4. Add Eggs and Vanilla

    Add eggs and vanilla extract to the butter mixture, mixing until combined.

  5. Combine Wet and Dry

    Gradually add the dry ingredients to the wet mixture, mixing until just combined.

  6. Prepare Filling

    In a small bowl, mix powdered sugar and milk to create a thick glaze for the filling.

  7. Form Cookies

    Scoop a tablespoon of dough, flatten it, place a small amount of filling in the center, and fold the dough over to seal. Roll into a ball.

  8. Coat in Cinnamon Sugar

    In a separate bowl, combine granulated sugar and cinnamon. Roll each cookie ball in the mixture.

  9. Bake

    Place cookies on the prepared baking sheet and bake for 12-15 minutes until golden. Let cool before serving.

Recipe Notes & Tips

Storage Tips

To keep your cookies fresh, store them in an airtight container. They can last for up to a week in the cookie jar. If you want to maintain their softness, place a slice of bread inside the container with the cookies.

Serving Suggestions

Serve these cookies warm with a scoop of vanilla ice cream or alongside a steaming cup of coffee. They also make a delightful treat for gatherings or a sweet surprise in lunchboxes.

Recipe Variations

Consider adding chopped nuts or chocolate chips to the dough for added texture. You can also experiment with different fillings such as Nutella or caramel for a unique twist on this classic cookie.