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Boston Cream Pie Cookie Cups

Boston Cream Pie, or actually more of a cake, is the dessert that made Boston famous, or is it the other way around? Oh well, chicken or egg. What’s important is that it’s here now, and it’s still so dang good. And Boston doesn’t seem to care either, because it even became their ‘official’ adopted dessert in 1996. This rich, but devastatingly delicious, dessert typically features a layer of thick, creamy custard, sandwiched between soft, buttery layers of cake and topped with a thick chocolate ganache. And it’s one of our favorite desserts to serve at our Holday table to close-out our big meal.

Boston Cream Pie Cookie Bites 2

But we can’t always leave well-enough alone. No matter how good the tried and true is, I just can’t stop there. I just can’t stop myself. I embrace change, well I do in the kitchen at least if not anywhere else. Luckily, with this fun finger food, there were no other feet dragging either.

Boston Cream Pie Cookie Bites 3

Now let me present to you for your upcoming Holiday dinner enjoyment: all the same flavor of Boston Cream Pie, but served in miniature form and in little sugar cookie cups, no less. These make the perfect bite-sized appetizer or dessert anytime of the year, but they will definitely have star-power at any Holiday meal.

Boston Cream Pie Cookie Cups

Boston Cream Pie Cookie Bites 4

uncooked sugar cookie dough, can be the refrigerated kind or from a dry package and mixed according to the package directions
2 cups of heavy whipping cream
1 3.4 ounce box of instant vanilla, or French vanilla, pudding
¼ cup powdered sugar
Chocolate syrup


  1. Roll the dough into roughly 1″ balls and place all the balls into the muffin depressions in a greased mini muffin pan. Lightly press a spoon or rounded tablespoon into the top center of each dough ball to create a crater in the middle. Bake the cookie cups at 375 degrees for about 9 minutes. It’s ok if the centers seem a wee bit undercooked as long as they’re not ‘doughy’. Again, use your spoon or tablespoon to lightly push down the center again retain the ‘cup’ form. Let the cookie cups rest for 5 minutes, before transferring them to a wire rack to continue cooling.
    2. in the bowl of a stand mixer, add the cream and whip, starting on a low speed, and then as it begins to thicken increase the speed until it has been thickened almost to the consistency of whipped cream. Add the pudding and the sugar. Continue to whip until they’re all evenly incorporated and the mousse is the consistency of thick whipped cream.
    3. Add the mousse to a piping bag, or to a ziplock bag with one corner snipped off, and pipe into petite little piles in the cooled cookie cups. Top the filled cups with liberal drizzles of chocolate syrup.
    4. Serve them immediately or store them in the refrigerator until you’re ready to serve.

recipe adapted from House of Yumm


About 4 Sons 'R' Us

Hi! I’m Meaghan. Welcome to my virtual kitchen & craft corner. Pull up a chair, stay awhile and follow along with us and our 4 sons. Can I get you a glass of wine? Some coffee? Pretzels or cheese sticks? While I can’t actually give you these thing online, I can show you how to make them… on a budget!

13 responses »

  1. Oh I want to stuff my mouth with these! 😀

  2. Wow, these look incredible. Yum
    Thanks for sharing at the Ultimate Cookies and Goodies party,

  3. Love Boston Cream Pie (or cake) and I make a more complicated version with the ganache and custard. I like your recipe – much simpler. Happy Fiesta Friday 🙂

  4. These looks so beautiful and delicious… And so simple too! Thanks for bringing them to Fiesta Friday this week so we can all enjoy them!

  5. These look delicious! Pudding, Pie and a cookie all in one treat! Yum

  6. What a delicious looking dessert! Yummy! 🙂

  7. Oh my gosh! These look incredible and might be a sin! Wow! A great Throwback Thursday post!!


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