If you have a soft spot for charming, delicate treats that bring a little whimsy to your dessert table, then this Clothespin Cookies Recipe is just for you. These delightful sandwich cookies combine a tender, buttery base with a smooth, creamy filling that’s subtly sweet and utterly irresistible. Whether you shape the cookies traditionally or get playful by wrapping thin strips around actual clothespins to bake, this recipe offers both fun and flavor that will have every bite feeling like a special occasion. Trust me, once you try this Clothespin Cookies Recipe, it will quickly become a heartfelt favorite to share over coffee or at gatherings.

Ingredients You’ll Need
This Clothespin Cookies Recipe keeps things wonderfully simple with a handful of pantry staples building up flavor, texture, and that signature melt-in-your-mouth softness. Each ingredient plays a vital role in creating cookies that are both tender and perfect for sandwiching a luscious filling.
- All-purpose flour: The foundation of the dough, providing structure without weighing these cookies down.
- Butter, softened: Essential for richness and a velvety texture, using softened butter ensures even mixing.
- Powdered sugar: Used both in the dough and filling, it dissolves quickly for a smooth, delicate sweetness.
- Egg: Adds moisture and binds the dough together for that perfect crumb.
- Vanilla extract: Infuses a warm, inviting aroma that elevates the entire cookie.
- Salt: A pinch here and there balances sweetness and enhances all the flavors.
- Milk: Incorporated in the filling to bring creaminess and just the right spreadable texture.
How to Make Clothespin Cookies Recipe
Step 1: Prepare Your Baking Space
Start by heating your oven to 350°F (175°C) and ready your baking sheet by greasing it lightly or lining it with parchment paper. Setting up now helps streamline the baking process so you can focus on creating the perfect dough.
Step 2: Cream the Butter and Powdered Sugar
In a spacious mixing bowl, beat the softened butter and powdered sugar together until they reach a light and fluffy consistency. This step incorporates air into the mix, leading to a lighter cookie that practically melts on your tongue.
Step 3: Add Egg and Vanilla
Beat in the egg and vanilla extract thoroughly, ensuring they blend seamlessly into the butter-sugar mixture. This combination adds moisture and those warm, comforting flavors that make these cookies so inviting.
Step 4: Incorporate Dry Ingredients
Gradually sift in the all-purpose flour and salt, folding them carefully into the wet ingredients. Mixing until smooth forms a tender yet sturdy dough ready to hold its shape during baking.
Step 5: Shape the Dough
Roll the dough into about 1-inch balls and arrange them evenly spaced on your prepared baking sheet. With your fingers or a small tool, gently press each ball into a neat oval shape. For a whimsical twist, you can roll the dough thinly and cut it into strips to wrap around the ends of clothespins, creating a unique shape that bakes into charming little cookie “clamps.”
Step 6: Bake to Golden Perfection
Pop your sheet into the preheated oven and bake for about 8-10 minutes. Watch for golden edges forming—this means the cookies are perfectly baked, tender on the inside with just the right amount of crispness along the edges.
Step 7: Cool Completely Before Filling
Once out of the oven, allow your cookies to cool thoroughly on a wire rack. Cooling is essential to prevent the creamy filling from melting and to maintain the sandwich’s perfect texture.
Step 8: Make the Creamy Filling
In a clean bowl, beat together the powdered sugar, softened butter, vanilla extract, milk, and a pinch of salt. Whip these ingredients until you achieve a smooth, luscious cream that’s easy to spread and full of flavor.
Step 9: Assemble Your Clothespin Cookies
Spread a generous dollop of filling on the flat side of one cookie, then gently sandwich it with another. Repeat this heartfelt process until all the cookies are paired and ready for their close-up.
How to Serve Clothespin Cookies Recipe

Garnishes
A little extra touch can make these cookies shine. Dust a light sprinkle of powdered sugar over the tops for a snowy finish or scatter some finely chopped nuts or colored sprinkles around the edges of the filling. These simple garnishes elevate the presentation and add subtle texture contrasts.
Side Dishes
Clothespin cookies pair wonderfully with a warm cup of tea, rich coffee, or a glass of cold milk. Add fresh fruit like strawberries or raspberries on the side to complement their buttery sweetness with a burst of natural tartness.
Creative Ways to Present
For a playful twist, present these cookies clipped onto a small decorative clothespin board or string them on a rustic ribbon to mimic hanging laundry. This presentation invites smiles and curiosity, perfect for gatherings where the cookies are sure to be a conversation starter.
Make Ahead and Storage
Storing Leftovers
Keep your Clothespin Cookies in an airtight container at room temperature to maintain their freshness for up to 3 days. Make sure they are stored in a single layer or separated with parchment paper to avoid the filling squishing the cookies.
Freezing
If you want to enjoy these cookies later, freeze them unassembled in a single layer on a baking sheet until solid, then transfer to a freezer-safe container. Freeze for up to 2 months. When ready, thaw completely before applying the filling and sandwiching.
Reheating
Since these cookies are best enjoyed fresh or at room temperature, reheating is not recommended as it may affect the texture. Instead, simply bring frozen assembled cookies back to room temperature for a few hours for the best experience.
FAQs
Can I use margarine instead of butter for this Clothespin Cookies Recipe?
While margarine can be used, butter is preferred for its richer flavor and better texture. Margarine might make the cookies less tender and flavorful, but it will still work in a pinch.
What’s the best way to shape cookies if I don’t have clothespins?
If you don’t want to use clothespins, rolling the dough into oval shapes by hand works beautifully. You can also cut thin strips to create a simple rectangular shape for sandwiching with the filling.
How long should I cream the butter and sugar?
Cream the butter and powdered sugar until the mixture is pale and fluffy, usually about 3-5 minutes on medium speed. This step is key for a light texture in your cookies.
Can I add flavors to the filling?
Absolutely! Try swapping vanilla extract for almond or lemon extract, or fold in some finely grated citrus zest for a personalized touch that complements the buttery cookie base wonderfully.
Are these cookies gluten-free?
This Clothespin Cookies Recipe uses all-purpose flour, so they are not gluten-free as written. However, you can experiment with gluten-free flour blends designed for baking to accommodate dietary needs while aiming for a similar texture.
Final Thoughts
There is something undeniably charming about these Clothespin Cookies, from their delicate crumb to the luscious filling that brings everything together in perfect harmony. They are simple enough for a cozy afternoon baking session yet impressive enough to wow guests at your next gathering. Give this Clothespin Cookies Recipe a try, and watch as it becomes a treasured part of your dessert repertoire.
Print
Clothespin Cookies Recipe
- Prep Time: 15 minutes
- Cook Time: 10 minutes
- Total Time: 30 minutes
- Yield: 24 cookies
- Category: Dessert
- Method: Baking
- Cuisine: American
Description
Clothespin Cookies are delightful buttery cookies with a creamy vanilla filling sandwiched between them. These charming oval-shaped treats are perfect for teatime or special gatherings, featuring a crisp edge and melt-in-your-mouth texture complemented by a smooth, sweet frosting.
Ingredients
Cookies
- 2 cups all-purpose flour
- 1 cup butter, softened
- 1/2 cup powdered sugar
- 1 egg
- 1 teaspoon vanilla extract
- 1/4 teaspoon salt
Filling
- 1 cup powdered sugar
- 1/2 cup butter, softened
- 1 teaspoon vanilla extract
- 2 tablespoons milk
- Pinch of salt
Instructions
- Preheat Oven: Preheat your oven to 350°F (175°C). Grease or line a baking sheet with parchment paper to prevent sticking and ensure easy removal of cookies.
- Cream Butter and Sugar: In a large mixing bowl, cream together the softened butter and powdered sugar until the mixture becomes light and fluffy, which creates a smooth base for the cookies.
- Add Egg and Vanilla: Beat in the egg and vanilla extract thoroughly until fully combined, adding moisture and flavor to the dough.
- Incorporate Dry Ingredients: Gradually add the all-purpose flour and salt to the wet mixture, mixing until a smooth dough forms, ensuring even texture without overmixing.
- Shape Cookies: Roll the dough into 1-inch balls and place them spaced on the prepared baking sheet.
- Form Oval Shapes: Using your fingers or a small tool, gently press each dough ball into an oval shape. Alternatively, roll the dough thinly and cut strips to wrap around clothespins for a traditional look.
- Bake: Bake the shaped cookies in the preheated oven for 8-10 minutes or until golden brown around the edges, signaling they are perfectly baked.
- Cool: Remove the cookies from the oven and allow them to cool completely on a cooling rack to firm up before filling.
- Prepare Filling: In a mixing bowl, beat together powdered sugar, softened butter, vanilla extract, milk, and a pinch of salt until smooth and creamy, creating a sweet, fluffy frosting.
- Assemble Cookies: Once cookies are fully cooled, spread the creamy filling on one cookie and gently press another cookie on top to make a sandwich.
- Serve: Repeat with all remaining cookies. Serve immediately or store in an airtight container for later enjoyment.
Notes
- For uniform shape, chilling the dough before shaping can help.
- Make sure cookies are completely cool before assembling to prevent filling from melting.
- Substitute powdered sugar with granulated sugar if unavailable, but texture may vary.
- Optional: Add a pinch of almond extract to filling for a different twist.
- Store in an airtight container at room temperature for up to 5 days.

