Alex’s Dark Chocolate Whoopie Pies

There’s something irresistibly nostalgic about a batch of Alex’s Dark Chocolate Whoopie Pies — rich, fudgy chocolate rounds sandwiching a silky toasted almond cream. This recipe from acclaimed chef Alex Guarnaschelli transforms a classic childhood treat into a sophisticated dessert perfect for any occasion. With deep cocoa flavors, creamy nutty filling, and a glossy chocolate drizzle, these whoopie pies deliver both elegance and comfort in every bite.

The Irresistible Charm of Alex’s Dark Chocolate Whoopie Pies

What sets Alex’s Dark Chocolate Whoopie Pies apart is their perfect balance of texture and flavor. The dark chocolate cakes are moist yet firm enough to hold the luscious almond filling. They’re easy to make, look stunning, and can be prepped ahead — making them ideal for parties, holidays, or a cozy night in. The toasted almond cream adds a rich, nutty contrast that elevates the dessert beyond the ordinary.

Alex's Dark Chocolate Whoopie Pies

Ingredients for Decadent Chocolate Whoopie Pies

Semisweet Chocolate Chips: Provide sweetness and depth to the chocolate base.
Unsweetened Chocolate: Adds intensity and complexity to the flavor.
Unsalted Butter: Creates richness and a tender crumb.
Sugar: Balances the bitterness of dark cocoa.
Eggs: Bind the batter and add structure.
Vanilla Extract: Enhances the chocolate’s aroma and sweetness.
All-Purpose Flour: Gives the cakes body and texture.
Dark Cocoa Powder: Deepens color and delivers that signature dark chocolate taste.
Kosher Salt: Rounds out the sweetness and enhances flavor.
Baking Powder: Ensures the whoopie pies puff perfectly.
Nonstick Cooking Spray: Keeps the cakes from sticking to the baking sheet.

For the Almond Cream Filling:
Whole Milk: Provides the creamy base for the custard.
Toasted Slivered Almonds: Infuses the filling with a warm, nutty flavor.
Sugar: Sweetens and balances the almond notes.
Cornstarch & Flour: Thicken the cream to a silky consistency.
Egg Yolks: Enrich the filling with smoothness and color.
Almond Extract: Intensifies the nutty aroma.
Melted Dark Chocolate (optional): Adds an indulgent drizzle or extra chocolate kick.

Smart Ingredient Swaps and Dietary Tweaks

If you’re missing a few items, or want to make Alex’s Dark Chocolate Whoopie Pies fit your diet, these substitutions work beautifully:
Butter: Use coconut oil for a dairy-free option that maintains moist texture.
Almonds: Swap with hazelnuts or pecans for a different nutty profile.
All-Purpose Flour: Replace with a 1:1 gluten-free baking blend.
Sugar: Coconut sugar or maple syrup can be used for a more natural sweetness.
Milk: Almond or oat milk makes the filling completely dairy-free.

Step-by-Step Guide to Perfect Whoopie Pies

  1. Melt the Chocolate: In a heatproof bowl, gently melt semisweet and unsweetened chocolate with butter over simmering water. Stir often and remove from heat once smooth. Cool slightly.
  2. Whisk the Base: In another bowl, combine sugar, eggs, and vanilla extract until glossy.
  3. Mix Dry Ingredients: Sift together flour, dark cocoa powder, salt, and baking powder.
  4. Combine: Add the egg mixture, then fold in the melted chocolate blend. Stir just until smooth — avoid overmixing to keep the texture soft.
  5. Bake the Cakes: Preheat oven to 375°F (190°C). Spray two baking sheets and drop batter in 2-inch rounds, spacing them apart. Bake for 6–8 minutes, rotating halfway. Cool completely before filling.
  6. Infuse the Almond Milk: Heat milk and steep with ¾ cup toasted almonds for 25–30 minutes. Strain and return to the pan.
  7. Make the Filling: Beat sugar, cornstarch, flour, and egg yolks until thick. Gradually whisk in hot almond milk. Cook over medium heat, stirring constantly, until thickened and bubbling. Add almond extract. Chill for at least one hour.
  8. Assemble the Whoopie Pies: Spread the almond cream on one chocolate round, top with another, and gently press. Sprinkle with remaining almonds or drizzle with melted dark chocolate.
  9. Serve or Store: Enjoy immediately or refrigerate until ready — they taste even better after a short chill.

Tips & Tricks for the Best Results

Check for Doneness: The cakes should puff slightly and spring back when touched.
Cool Completely: Warm cakes will melt the filling — patience pays off!
Avoid Overmixing: Overworked batter leads to dense whoopie pies.
Chill the Filling: A cool, thick cream spreads more easily and holds its shape.
Storage: Keep assembled whoopie pies in an airtight container in the fridge for up to 3 days.

Creative Pairings and Delicious Variations

Pair Alex’s Dark Chocolate Whoopie Pies with espresso, a glass of red wine, or a scoop of vanilla ice cream. For a holiday twist, mix crushed peppermint into the filling or dust the tops with cocoa powder and powdered sugar. Want a lighter version? Skip the drizzle and serve with fresh raspberries for a fruity balance.

You can also explore flavor twists like:
Hazelnut Mocha Whoopie Pies: Add espresso powder and Nutella to the filling.
Coconut Cream Whoopie Pies: Use coconut extract and flaked coconut for a tropical flair.
Vegan Version: Use flax eggs and dairy-free chocolate — you’ll still get that signature dark, rich flavor.

The Magic of Homemade Indulgence

There’s a reason Alex’s Dark Chocolate Whoopie Pies have become a favorite among dessert lovers. They’re elegant enough for special occasions yet simple enough to make at home. The dark chocolate provides a grown-up edge to a nostalgic treat, while the toasted almond cream adds sophistication and warmth. Whether you’re baking for guests or just for yourself, these whoopie pies are the perfect combination of comfort and luxury — a little reminder that homemade desserts can be both refined and deeply satisfying.

The Sweet Finish: Why You’ll Love Making Alex’s Dark Chocolate Whoopie Pies

When you take that first bite of Alex’s Dark Chocolate Whoopie Pies, you’ll understand why this recipe stands out. The contrast between the soft, cocoa-rich cakes and the creamy toasted almond filling is pure magic. Each element is simple on its own — yet together, they create a dessert that feels both nostalgic and luxurious.

Whether you’re baking for a family celebration, gifting to friends, or simply treating yourself after a long day, these whoopie pies prove that homemade indulgence can be elegant and approachable at the same time. The rich aroma of dark chocolate, the satisfying bite, and the smooth nutty filling make them a dessert you’ll come back to time and again.

Frequently Asked Questions About Alex’s Dark Chocolate Whoopie Pies

1. Can I make Alex’s Dark Chocolate Whoopie Pies ahead of time?
Yes. You can prepare the chocolate cakes and almond filling up to two days in advance. Store the cakes in an airtight container at room temperature and the filling in the refrigerator. Assemble them shortly before serving for the best texture.

2. How do I prevent my whoopie pies from spreading too much while baking?
Make sure the batter is slightly thick and your baking sheets are cool before dropping each round. Chilling the dough for 10–15 minutes can also help the pies keep their shape.

3. Can I freeze Alex’s Dark Chocolate Whoopie Pies?
Absolutely. Freeze the unfilled cakes in a single layer, then store them in a freezer-safe container for up to three months. When ready to serve, thaw at room temperature and add the almond cream filling.

4. What can I use instead of almonds for the filling?
If you have nut allergies or want to switch flavors, try substituting toasted coconut flakes or using a simple vanilla cream. Hazelnuts or pistachios also make delicious alternatives that pair beautifully with dark chocolate.

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Alex's Dark Chocolate Whoopie Pies

Alex’s Dark Chocolate Whoopie Pies


  • Author: Alice Barry
  • Total Time: 2 hr 40 min
  • Yield: 16 to 24 whoopie pies 1x
  • Diet: Vegetarian

Description

Alex’s Dark Chocolate Whoopie Pies are a luxurious twist on a nostalgic treat. Soft, rich dark chocolate cakes are sandwiched around a silky toasted almond cream filling, creating the perfect balance of deep cocoa flavor and nutty sweetness. This elegant yet easy dessert is ideal for holidays, celebrations, or indulgent snacking.


Ingredients

Scale
  • 4 ounces semisweet chocolate chips
  • 2 ounces unsweetened chocolate, chopped
  • 1 stick (1/2 cup) unsalted butter, cubed
  • 1 cup sugar
  • 3 large eggs
  • 2 teaspoons vanilla extract
  • 1 cup all-purpose flour
  • 1/3 cup dark cocoa powder
  • 1 teaspoon kosher salt
  • 1/2 teaspoon baking powder
  • Nonstick cooking spray, for baking sheets
  • 1 1/4 cups whole milk
  • 1 cup slivered almonds, toasted
  • 1/3 cup sugar (for filling)
  • 2 tablespoons cornstarch
  • 2 tablespoons all-purpose flour (for filling)
  • 3 large egg yolks
  • 1 teaspoon almond extract
  • 1/2 cup melted dark chocolate (optional, for drizzle)

Instructions

  1. Preheat the oven to 375°F (190°C) and position two racks in the upper and lower thirds.
  2. In a heatproof bowl, melt semisweet and unsweetened chocolate with butter over simmering water. Stir until smooth, then cool slightly.
  3. In a separate bowl, whisk together sugar, eggs, and vanilla extract.
  4. Sift flour, dark cocoa powder, salt, and baking powder together. Combine the egg mixture with the chocolate mixture and gently fold in the dry ingredients.
  5. Spray two baking sheets with nonstick spray. Drop spoonfuls of batter about 2 inches apart onto the sheets.
  6. Bake for 6–8 minutes, rotating the pans halfway through, until the whoopie pies puff slightly. Let cool for 10 minutes before removing.
  7. For the filling, heat milk and steep 3/4 cup of toasted almonds for 25–30 minutes. Strain the milk and return it to the saucepan.
  8. Beat sugar, cornstarch, flour, and egg yolks until thick. Gradually whisk in the hot almond milk.
  9. Cook the mixture over medium heat, stirring constantly until thickened. Add almond extract and cook for 2 more minutes. Cover and chill for 1 hour.
  10. Spread the cooled almond cream between two chocolate rounds. Add remaining toasted almonds and drizzle with melted chocolate if desired.
  11. Serve immediately or refrigerate until ready to enjoy.

Notes

  • Chill the almond filling before assembling for a firm, smooth texture.
  • Do not overmix the batter; it keeps the cakes light and tender.
  • Store filled whoopie pies in the refrigerator for up to 3 days.
  • Freeze unfilled cakes for up to 3 months for make-ahead convenience.
  • For a nut-free version, substitute coconut cream or vanilla pastry cream for the almond filling.
  • Prep Time: 1 hr 35 min
  • Cook Time: 1 hr 5 min
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 whoopie pie
  • Calories: 285
  • Sugar: 23g
  • Sodium: 120mg
  • Fat: 15g
  • Saturated Fat: 8g
  • Unsaturated Fat: 6g
  • Trans Fat: 0g
  • Carbohydrates: 35g
  • Fiber: 2g
  • Protein: 5g
  • Cholesterol: 75mg

Keywords: Alex’s Dark Chocolate Whoopie Pies, dark chocolate dessert, whoopie pies recipe, almond cream filling, homemade chocolate treats, Alex Guarnaschelli desserts

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