Boston Cream Pie Cookies: A Delicious Twist on a Classic Dessert Recipe
If you love the classic charm of Boston Cream Pie but crave something new and irresistibly fun, these Boston Cream Pie Cookies bring A Delicious Twist on a Classic Dessert straight to your kitchen. Imagine biting into a delicate sandwich cookie bursting with luscious whipped cream and topped with a glossy chocolate glaze, capturing all the flavors you adore in the traditional dessert—with a fresh, handheld spin that’s perfect for sharing or savoring solo. These cookies blend simple ingredients into a delightful treat that’s both nostalgic and excitingly different.

Ingredients You’ll Need
Each ingredient in this recipe plays a critical role in crafting the perfect balance of texture, flavor, and richness. From the creamy butter to the fluffy whipped topping, these essentials come together seamlessly, making the recipe straightforward yet impressive.
- 1 cup unsalted butter, softened: Provides the rich, tender base for the cookies with a creamy texture.
- 1 cup granulated sugar: Adds sweetness while helping create a light, fluffy batter.
- 2 large eggs: Bind the ingredients together and contribute to the chewy softness.
- 1 teaspoon vanilla extract: Brings warm, aromatic undertones enhancing all other flavors.
- 2 cups all-purpose flour: Forms the structure of the cookies, keeping them tender yet sturdy for filling.
- 1 teaspoon baking powder: Gives the cookies a gentle rise, making them light and airy.
- 1/2 teaspoon baking soda: Works with baking powder to ensure perfect texture and spread.
- 1/4 teaspoon salt: Balances sweetness and boosts overall flavor complexity.
- 1 cup heavy cream: Whipped into the luscious cream filling that mimics the classic Boston Cream Pie custard.
- 1/2 cup powdered sugar: Sweetens the cream filling smoothly and helps stabilize it.
- 1 teaspoon vanilla extract (for the cream filling): Delivers an extra punch of vanilla for the filling’s irresistible aroma.
- 1 cup semi-sweet chocolate chips: Melted to create the signature chocolate glaze topping that seals the cookie sandwiches.
- 1 tablespoon vegetable oil: Keeps the melted chocolate glossy and smooth for easy dipping or drizzling.
How to Make Boston Cream Pie Cookies: A Delicious Twist on a Classic Dessert
Step 1: Cream the Butter and Sugar
Start by combining the softened butter and granulated sugar in a large bowl. Beat them together on medium speed using an electric mixer until the mixture becomes light, fluffy, and pale, which usually takes about 3 to 4 minutes. This step is crucial because it builds the foundation for a perfectly tender and airy cookie.
Step 2: Add Eggs and Vanilla
Next, add the eggs one at a time, mixing well after each addition. This ensures they’re fully incorporated, lending moisture and richness to the dough. Then, stir in the vanilla extract, infusing the cookies with that classic warm flavor that’s absolutely essential.
Step 3: Mix Dry Ingredients and Combine
In a separate bowl, whisk together the flour, baking powder, baking soda, and salt. Gradually add this dry mix to the wet ingredients, mixing on low speed. Be careful to avoid overmixing here — you want to combine everything just until incorporated to keep the cookies tender.
Step 4: Chill the Dough
Cover your mixing bowl with plastic wrap and refrigerate the dough for at least 30 minutes. Chilling helps it firm up, which makes shaping the cookies easier and improves their final texture by preventing excessive spreading while baking.
Step 5: Whip the Cream Filling
While the dough chills, prepare the delicious cream filling by whipping the heavy cream with powdered sugar and vanilla extract until stiff peaks form. This airy, lightly sweetened mixture mimics the classic Boston Cream Pie custard but offers a wonderfully fresh and fluffy texture perfect for sandwiching.
Step 6: Bake the Cookies
Preheat your oven to 350°F (175°C). Line two baking sheets with parchment paper. Scoop rounded balls of dough onto the sheets with about 2 inches between each. Bake for 10 to 12 minutes, keeping an eye out for lightly golden edges while the centers remain slightly soft. Remove from the oven and cool on the baking sheets before transferring to a wire rack.
Step 7: Melt the Chocolate Glaze
Combine chocolate chips and vegetable oil in a microwave-safe bowl, then heat in 30-second bursts, stirring between each until fully melted and glossy. Allow the glaze to cool slightly before moving on to glazing the cookies.
Step 8: Assemble the Cookies
Take one cookie and place a generous dollop of the whipped cream filling on the flat side. Top it with another cookie, flat side down, and gently press together to spread the filling evenly to the edges, creating a perfect sandwich.
Step 9: Glaze the Cookie Sandwiches
Dip or drizzle the chocolate glaze over your assembled cookie sandwiches, letting any excess drip off. Place the cookies on a wire rack and let the glaze set for a beautiful, glossy finish that will make your dish irresistible.
How to Serve Boston Cream Pie Cookies: A Delicious Twist on a Classic Dessert

Garnishes
To make these Boston Cream Pie Cookies even more special, consider topping them with a sprinkle of powdered sugar, a few fresh berries, or a light dusting of cocoa powder. These simple touches add a burst of color and flavor that brighten each bite.
Side Dishes
Serve these cookies alongside a steaming cup of coffee, rich hot chocolate, or even a delicate glass of dessert wine. The creamy filling and chocolate glaze harmonize beautifully with drinks that either cut through or complement the sweetness.
Creative Ways to Present
Arrange your cookies on a rustic wooden board with fresh herbs like mint or flowers for a gorgeous dessert display at parties. You can also pair them with small bowls of fruit compote or whipped cream to create a mini dessert bar that’s sure to impress your guests.
Make Ahead and Storage
Storing Leftovers
Keep any leftover Boston Cream Pie Cookies in an airtight container in the refrigerator. This helps maintain the freshness of the whipped cream filling and prevents the chocolate glaze from melting or becoming too sticky. They’ll stay delicious for up to 3 days.
Freezing
You can freeze the assembled cookie sandwiches by wrapping each cookie individually in plastic wrap and placing them in a freezer-safe container. Freeze for up to 2 months. When you want to enjoy them, thaw in the refrigerator overnight to keep the cream fresh.
Reheating
Since these cookies are best enjoyed cold to preserve the whipped filling, avoid reheating. Instead, allow frozen cookies to defrost gently in the fridge, so you get that perfect creamy texture every time.
FAQs
Can I use store-bought whipped cream for the filling?
While store-bought whipped cream can be a convenient shortcut, homemade whipped cream made from heavy cream and powdered sugar has a fresher taste and better texture, making your cookies extra special.
What’s the best way to store these cookies if I want them soft?
Store the cookie sandwiches in an airtight container at room temperature for up to one day for softer cookies. For longer storage and freshness, it’s best to refrigerate.
Can I substitute dark chocolate for the semi-sweet chocolate chips?
Absolutely! Dark chocolate will add a rich, slightly bitter contrast that pairs wonderfully with the sweet cream filling. Just be sure to adjust sweetness if desired.
Is it possible to make these gluten-free?
Yes! Replace the all-purpose flour with a gluten-free flour blend designed for baking. Just keep an eye on the texture, as gluten-free doughs can behave slightly differently, but it’s definitely doable.
How long does it take to make these cookies from start to finish?
Including chilling and baking time, these Boston Cream Pie Cookies take about 1.5 to 2 hours, but each step is worth the wait for such a delicious homemade treat.
Final Thoughts
These Boston Cream Pie Cookies truly bring A Delicious Twist on a Classic Dessert that’s perfect for any occasion. The creamy filling paired with the tender cookie and luscious chocolate glaze makes every bite memorable. Don’t hesitate to dive in and share this fresh, fun spin on a time-honored favorite with friends and family — you’ll be the star of your next gathering!
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Boston Cream Pie Cookies: A Delicious Twist on a Classic Dessert Recipe
- Total Time: 1 hour 10 minutes
- Yield: 24 sandwich cookies 1x
- Diet: Vegetarian
Description
Boston Cream Pie Cookies are a delightful twist on the classic Boston Cream Pie dessert, featuring soft, buttery cookies sandwiching a rich vanilla whipped cream filling, all generously coated in a smooth, glossy chocolate glaze. These cookies combine the best elements of cake, cream, and chocolate into a handheld treat perfect for any occasion.
Ingredients
Cookie Dough
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 2 large eggs
- 1 teaspoon vanilla extract
- 2 cups all-purpose flour
- 1 teaspoon baking powder
- 1/2 teaspoon baking soda
- 1/4 teaspoon salt
Cream Filling
- 1 cup heavy cream
- 1/2 cup powdered sugar
- 1 teaspoon vanilla extract
Chocolate Glaze
- 1 cup semi-sweet chocolate chips
- 1 tablespoon vegetable oil
Instructions
- Cream Butter and Sugar: In a large mixing bowl, cream together the softened butter and granulated sugar using an electric mixer on medium speed. Beat until the mixture is light and fluffy, about 3-4 minutes, which helps create tender cookies.
- Add Eggs and Vanilla: Add the eggs one at a time, mixing well after each addition to ensure even incorporation. Stir in the vanilla extract until fully combined for a fragrant base.
- Mix Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking powder, baking soda, and salt. Gradually add this dry mixture to the wet ingredients, mixing on low speed until just combined, avoiding overmixing to maintain cookie tenderness.
- Chill Dough: Cover the bowl with plastic wrap and refrigerate for at least 30 minutes to firm up the dough, making it easier to scoop and shaping better during baking.
- Prepare Cream Filling: In a medium bowl, pour the heavy cream and add powdered sugar and vanilla extract. Using a hand mixer, whip the cream until stiff peaks form, about 3-5 minutes. Be careful not to overwhip to prevent the cream from becoming grainy.
- Chill Cream: Set the whipped cream filling aside in the refrigerator to keep it cool and firm while baking cookies.
- Preheat Oven and Prepare Sheets: Preheat your oven to 350°F (175°C) and line two baking sheets with parchment paper to prevent sticking.
- Scoop Dough: Use a cookie scoop or tablespoon to drop rounded balls of dough onto the prepared baking sheets, spacing them about 2 inches apart to prevent spreading into each other.
- Bake Cookies: Bake for 10-12 minutes, or until the edges are lightly golden. The centers may look slightly underbaked which ensures softness inside.
- Cool Cookies: Allow the cookies to cool on the baking sheets for about 5 minutes before transferring them to a wire rack to cool completely, preventing breakage.
- Melt Chocolate: In a microwave-safe bowl, combine the semi-sweet chocolate chips and vegetable oil. Microwave in 30-second intervals, stirring in between, until melted and smooth, about 1-2 minutes total.
- Cool Chocolate: Let the melted chocolate cool slightly so it thickens a bit, avoiding a runny glaze that won’t set properly.
- Assemble Cookies: Take one cookie and place a generous dollop of the whipped cream filling on the flat side of the cookie.
- Create Sandwiches: Top with another cookie, flat side down, to create a sandwich. Gently press down to spread the filling evenly to the edges.
- Repeat Assembly: Repeat with the remaining cookies and cream filling until all cookies are assembled into sandwich form.
- Glaze Cookies: Drizzle or dip the assembled cookies in the melted chocolate glaze, allowing any excess to drip off for a smooth finish.
- Set Cookies: Place the glazed cookies on a wire rack to set, allowing the chocolate to harden slightly before serving or storing.
Notes
- Refrigerate the dough if it becomes too soft to handle during scooping.
- For best results, use heavy cream with at least 36% fat content to achieve stable whipped cream.
- The cookies are best enjoyed within 2 days, but can be refrigerated for up to 4 days.
- To avoid sogginess, assemble cookies and glaze them just before serving.
- Use high-quality semi-sweet chocolate for the richest flavor in the glaze.
- Prep Time: 20 minutes
- Cook Time: 12 minutes
- Category: Dessert, Cookies
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 sandwich cookie
- Calories: 250
- Sugar: 16g
- Sodium: 110mg
- Fat: 15g
- Saturated Fat: 8g
- Unsaturated Fat: 6g
- Trans Fat: 0g
- Carbohydrates: 26g
- Fiber: 1g
- Protein: 3g
- Cholesterol: 50mg
Keywords: Boston Cream Pie Cookies, chocolate filled cookies, cream filled cookies, sandwich cookies, chocolate glazed cookies, easy dessert cookies