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Cinnamon Cookie Recipe with Filling Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.5 from 22 reviews
  • Author: Julia
  • Prep Time: 25 minutes
  • Cook Time: 12 minutes
  • Total Time: 37 minutes
  • Yield: 33 cookies
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

Discover the ultimate cinnamon cookie recipe featuring a creamy cinnamon-butter filling inside soft, chewy dough coated in a cinnamon-sugar blend. These cookies are perfect for cinnamon roll lovers craving a rich, spiced treat that’s easy to make and bake.


Ingredients

Units Scale

For the filling

  • 6 tablespoons salted butter, softened
  • 3/4 cup brown sugar, packed
  • 1 and 1/2 tablespoons cinnamon

For the dough

  • 1 cup salted butter (2 sticks), softened
  • 1 and 2/3 cups granulated sugar
  • 2 large eggs
  • 2 teaspoons vanilla extract
  • 3 and 1/2 cups all-purpose flour, spooned and leveled
  • 1 teaspoon baking soda
  • 3/4 teaspoon kosher salt
  • 1 and 1/2 teaspoons cream of tartar

For rolling

  • 1/3 cup granulated sugar
  • 1 and 1/2 tablespoons cinnamon

Instructions

  1. Make the filling: In a large bowl or stand mixer, beat 6 tablespoons softened butter until creamy and smooth. Add 3/4 cup packed brown sugar and 1 and 1/2 tablespoons cinnamon; beat thoroughly until completely smooth, scraping the sides as needed.
  2. Freeze the filling balls: Line a baking sheet or platter with parchment paper or a silicone mat. Using a spoon, create marble-sized balls of the filling and place them on the prepared surface. Freeze for 20 minutes until hardened. If freezer space is limited, refrigerate for 1 to 2 hours until firm.
  3. Preheat the oven: Set the oven to 350 degrees Fahrenheit. Prepare two or more baking sheets with parchment paper or silicone mats.
  4. Make the dough: Using the same bowl, beat 1 cup softened butter for a couple of minutes until smooth. Add 1 and 2/3 cups granulated sugar and beat for 2 minutes, scraping sides and bottom to ensure a light and fluffy mixture.
  5. Add eggs and vanilla: Beat in 2 large eggs and 2 teaspoons vanilla extract until the mixture is smooth and homogenous, scraping down the bowl as needed.
  6. Incorporate dry ingredients: Spoon and level 3 and 1/2 cups all-purpose flour into a bowl. Stir in 1 teaspoon baking soda, 3/4 teaspoon kosher salt, and 1 and 1/2 teaspoons cream of tartar. Gradually beat the flour mixture into the butter mixture gently, stopping before all the flour is fully mixed. Scrape the sides and beat a few more seconds until no streaks remain, avoiding over mixing to keep the dough tender.
  7. Fold in the cinnamon filling balls: Once firm, fold the frozen filling balls gently into the dough using a wooden spoon or spatula to avoid breaking them.
  8. Shape the cookies: Use a large cookie scoop or spoon to portion dough balls about 2 inches across, slightly overfilled for a generous size.
  9. Roll in cinnamon sugar: Mix 1/3 cup granulated sugar with 1 and 1/2 tablespoons cinnamon in a bowl. Roll each dough ball in the cinnamon-sugar mixture to coat thoroughly.
  10. Arrange on baking sheets: Place cookie dough balls 2 inches apart on prepared baking sheets, fitting 8 to 12 per sheet depending on spacing preferences.
  11. Bake the cookies: Bake at 350 degrees Fahrenheit for 12 minutes. The cookies will appear shiny from the cinnamon filling and may spread, but edges without filling should be firm and tops matte.
  12. Shape immediately after baking: Within 30 to 60 seconds of removing cookies from oven, use spoons to push edges towards the centers, reforming thick, chewy rounds and packing cinnamon filling inside to prevent spreading.
  13. Cool and serve: Let cookies set on the pan for at least 5 minutes before transferring to a wire rack. Serve warm with milk for the best experience.
  14. Freezing instructions: Shape dough into balls, roll in cinnamon sugar, and freeze in a ziplock bag for up to 3 months. Bake straight from frozen, adding a couple of minutes to bake time without thawing.

Notes

  • Use a stand mixer or hand mixer to cream butter and sugar for fluffier dough.
  • Do not overmix flour to avoid tough cookies; a few flour streaks are okay before final mixing.
  • Freezing the cinnamon filling balls is crucial to maintain structure when baking.
  • Roll dough balls generously to create thick, chewy cookies with gooey filling.
  • Shaping the cookies immediately after baking locks in the cinnamon filling and improves texture.
  • Cookie dough can be frozen for convenience and baked later without thawing.
  • Use parchment paper or silicone mats to prevent sticking and ease cleanup.

Nutrition

  • Serving Size: 1 cookie
  • Calories: 180 kcal
  • Sugar: 15 g
  • Sodium: 110 mg
  • Fat: 9 g
  • Saturated Fat: 5 g
  • Unsaturated Fat: 3 g
  • Trans Fat: 0 g
  • Carbohydrates: 22 g
  • Fiber: 1 g
  • Protein: 2 g
  • Cholesterol: 30 mg