There’s a magical sweetness that fills the air when you bake cookies, especially when they’re inspired by the beloved flavors of Rocky Road ice cream. Picture this: rich cocoa dough enveloping golden, crunchy almonds and soft, gooey marshmallows that melt in your mouth. That’s the experience waiting for you with my Rocky Road Hamantaschen recipe!
With Purim just around the corner, these festive treats offer a delightful twist on the traditional hamantaschen—combining the classic pinwheel shape with the joyful, creamy richness we know and love from Rocky Road. They’re not only a feast for the eyes but a melody of textures, ideal for any gathering. Whether you’re celebrating with family or looking for a new favorite dessert, these cookies are an easy crowd-pleaser that’ll have everyone reaching for seconds. Join me as we whip up a batch that captures the spirit of the holiday in every delicious bite!
Why Make This Rocky Road Hamantaschen Recipe?
Irresistible Flavors: The rich cocoa dough combined with crunchy almonds and gooey marshmallows creates an explosion of taste in every bite.
Festive Appeal: Perfectly crafted for Purim, these cookies are not just treats; they embody joy and celebration.
Easy to Make: With straightforward steps, even novice bakers can impress their guests!
Versatile Treats: Serve them at gatherings or pair with a scoop of ice cream for an elevated dessert experience.
Make Ahead: These cookies store beautifully, keeping your holiday stress-free! Dive into this festive tradition with a unique twist.
Rocky Road Hamantaschen Ingredients
For the Dough
• Sugar – Sweetness that forms the base; you can substitute with brown sugar for a richer flavor.
• Vegetable Oil – Provides moisture and fat; can be replaced with melted coconut oil for a subtle coconut infusion.
• Eggs – Acts as a binding agent; no direct substitutes are recommended for this recipe.
• Vanilla Extract – Enhances flavor; opt for pure vanilla for superior quality.
• Almond Extract – Adds nutty hints; omit if allergic or substitute with extra vanilla.
• Salt – Balances sweetness; sea salt is an option for an added mineral taste.
• Flour – Forms the needed structure; all-purpose flour is standard, but gluten-free flour can also work.
• Baking Powder – Serves as a leavening agent; ensure it’s fresh for best results.
• Cocoa Powder – Provides that rich chocolatey depth; use unsweetened cocoa powder to keep proper rise.
For the Filling
• Whole Almonds – Adds delightful crunch; you can substitute with pecans or walnuts for variation.
• Chocolate Chunks – Infuses rich sweetness; using high-quality dark chocolate emphasizes the flavor.
• Mini Marshmallows – Delivers chewy texture; ensure they are fresh for optimal melting results.
Explore the delicious magic of this Rocky Road Hamantaschen Recipe as you prepare to create a treat that’s both festive and unforgettable!
How to Make Rocky Road Hamantaschen
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Prep Dough: In a large bowl, cream together sugar and vegetable oil until fluffy. Mix in eggs, vanilla, and almond extracts until well blended and smooth.
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Combine Dry Ingredients: In another bowl, sift together salt, flour, baking powder, and cocoa powder. Gradually add this dry mixture to the wet ingredients, stirring gently until just combined.
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Chill Dough: Divide the dough into two portions, wrap them in plastic wrap, and refrigerate for at least 1 hour. This helps the cookies hold their shape.
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Preheat Oven: While the dough is chilling, preheat your oven to 350°F (175°C) to ensure it’s hot and ready for baking.
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Shape Cookies: Roll out one portion of the dough on a floured surface to about ¼-inch thickness. Cut into 2½-inch discs using a cookie cutter and arrange them on a parchment-lined baking sheet.
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Fill Cookies: Place a couple of chocolate chunks and a sprinkle of chopped almonds in the center of each disc. Carefully fold the edges to create the classic hamantaschen shape, pinching to seal.
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Bake: Bake the cookies in the preheated oven for 13-15 minutes. Remove from the oven and top each cookie with a few mini marshmallows, allowing them to melt slightly.
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Cool: Let the cookies cool completely on a wire rack before serving or storing in an airtight container to maintain freshness.
Optional: Drizzle with chocolate sauce for an extra indulgent touch!
Exact quantities are listed in the recipe card below.
Make Ahead Options
These Rocky Road Hamantaschen are perfect for busy bakers looking to simplify their holiday preparations! You can prepare the cookie dough up to 24 hours in advance by following the initial steps and wrapping it tightly in plastic wrap before refrigerating. The dry ingredients can be mixed and stored in an airtight container for up to 3 days. When you’re ready to bake, simply roll out the chilled dough, fill the cookies, and bake as directed. To maintain the delicious taste and texture, ensure the dough remains sealed and chilled until you’re ready to use it. This way, you’ll enjoy fresh, homemade cookies with minimal last-minute effort, making your holiday celebrations a breeze!
What to Serve with Rocky Road Hamantaschen?
Create a lovely spread to complement these delicious cookies, turning your dessert table into a feast for the senses.
- Rich Coffee: A warm, freshly brewed cup balances the sweetness of the cookies, enhancing their chocolatey flavors.
- Vanilla Ice Cream: Creamy, cold vanilla ice cream brings a delightful contrast to the soft, chewy hamantaschen, making each bite heavenly.
- Fresh Berries: Juicy strawberries or raspberries add a burst of freshness, cutting through the richness and providing a vibrant, colorful touch.
- Chocolate Sauce: Drizzling some warm, velvety chocolate sauce over the cookies elevates the indulgence, perfect for chocolate lovers!
- Herbal Tea: A fragrant chamomile or mint tea brings a calming balance, inviting you to linger over your dessert in pure bliss.
- Mini Cheesecakes: Offering mini cheesecakes alongside creates a beautiful texture contrast, offering a creamy delight that pairs wonderfully with the cookies’ crunch.
- Nutty Trail Mix: A blend of nuts and dried fruits on the side adds a satisfying crunch, offering a healthy yet delicious complement to your treat.
- Milkshake: A rich chocolate or vanilla milkshake is an irresistible pairing that kids and adults alike will crave, adding a fun twist to dessert time.
- Fruit Sorbet: A refreshing sorbet gives a nice palate cleanser that balances the cookie’s sweetness while adding a fruity dimension.
- Caramel Sauce: Sweet, buttery caramel perfectly contrasts with the chocolate notes of the hamantaschen for a decadent finish to your meal.
How to Store and Freeze Rocky Road Hamantaschen
Room Temperature: Keep your Rocky Road hamantaschen in an airtight container at room temperature for up to 1 week. This will help maintain their delightful texture.
Fridge: If you prefer them chilled, store the cookies in the fridge for up to 2 weeks. Just remember to let them come to room temperature before enjoying for the best flavor.
Freezer: For longer preservation, freeze the unbaked cookies, wrapped tightly in plastic wrap and then in a zip-top bag, for up to 3 months. Bake straight from frozen, adding a few extra minutes to the baking time.
Reheating: If you have leftover baked cookies, reheat them in the oven for a few minutes to restore their soft, gooey goodness.
Rocky Road Hamantaschen Variations
Feel free to get creative with this delightful recipe—there are so many ways to put your own spin on these festive cookies!
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Nut-Free: Omit almonds and substitute with sunflower seeds or pumpkin seeds to maintain crunch without the nuts.
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Chocolate Variety: Use a mixture of milk, dark, and white chocolate chunks for a colorful and flavor-packed filling that pleases every palate.
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Fruit Twist: Add dried cherries or cranberries for a pop of fruity flavor that complements the chocolate and marshmallows.
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Minty Fresh: Swap in peppermint extract for a refreshing twist that makes these cookies perfect for post-meal indulgence.
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Cookie Butter: For a spiced, warm flavor, incorporate a spoonful of cookie butter into the filling, adding a delightful creaminess and sweetness.
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Spicy Kick: A dash of cayenne or chili powder in the dough brings a surprising warmth that pairs beautifully with the sweetness of the marshmallows.
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Gluten-Free: Replace all-purpose flour with a gluten-free flour blend to cater to friends with dietary restrictions while keeping the texture delightful.
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Layered Flavors: Create a layer of your favorite jam (like raspberry or apricot) before adding chocolate chunks for an extra burst of flavor.
Embrace the joy of baking by letting your personality shine through in these delicious variations!
Expert Tips for Rocky Road Hamantaschen
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Room Temperature Ingredients: Start with ingredients like eggs and oils at room temperature. This creates a smoother dough and better texture in your cookies.
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Avoid Overmixing: Once you combine the wet and dry ingredients, mix until just combined. Overmixing can lead to tough cookies, so be gentle!
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Proper Chilling: Don’t skip the chilling step; it’s crucial for keeping the dough firm and helping the cookies maintain their shape during baking.
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Sealing the Edges: When shaping, pinch the edges firmly to prevent the filling from leaking out during baking. This ensures each cookie is perfectly filled!
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Fresh Ingredients Matter: Use fresh mini marshmallows and high-quality chocolate chunks for optimal melting and flavor in your Rocky Road Hamantaschen.
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Watch the Bake Time: Keep an eye on the cookies while they bake. They should be soft yet set; underbaking slightly will keep them chewy and decadent.
Rocky Road Hamantaschen Recipe FAQs
How do I choose the right almonds for Rocky Road Hamantaschen?
Absolutely! When selecting almonds, look for dry, crunchy varieties without any dark spots or signs of moisture. Fresh almonds should have a pleasant nutty aroma and a firm texture. If you want a slightly different flavor, feel free to substitute with pecans or walnuts, which will add their unique twist to the cookies.
What is the best way to store Rocky Road Hamantaschen?
Store your delicious Rocky Road hamantaschen in an airtight container at room temperature for up to 1 week. This will help them maintain that delightful texture. If you prefer a chilled experience, you can store them in the fridge for up to 2 weeks; just bring them to room temperature before enjoying for the best flavor.
Can I freeze the Rocky Road Hamantaschen?
Absolutely! To freeze the unbaked cookies, wrap them tightly in plastic wrap and then place them in a zip-top bag. They can be stored in the freezer for up to 3 months. When you’re ready to bake, pop them straight from the freezer into your preheated oven, adding a few extra minutes to the baking time. They’ll come out just as fresh!
What should I do if my cookie dough feels too sticky?
If your dough is sticking too much, you can sprinkle a little more flour onto your work surface while rolling it out. Just remember to let the dough chill for at least 1 hour, as this helps in firming it up. If you find it still feels overly sticky after chilling, adding a touch more flour (1 tablespoon at a time) can help create a more manageable consistency.
Are there any dietary considerations for Rocky Road Hamantaschen?
Yes, definitely! This recipe contains eggs and may include allergens like nuts (almonds) and gluten (from flour). If you have allergies, consider substituting almond extract with vanilla if nut sensitivity is a concern. For a gluten-free option, you can use a gluten-free flour blend without sacrificing flavor or texture. Always check ingredient labels to be sure!

Delicious Rocky Road Hamantaschen Recipe You’ll Crave!
Ingredients
Equipment
Method
- In a large bowl, cream together sugar and vegetable oil until fluffy. Mix in eggs, vanilla, and almond extracts until well blended and smooth.
- In another bowl, sift together salt, flour, baking powder, and cocoa powder. Gradually add this dry mixture to the wet ingredients, stirring gently until just combined.
- Divide the dough into two portions, wrap them in plastic wrap, and refrigerate for at least 1 hour.
- While the dough is chilling, preheat your oven to 350°F (175°C).
- Roll out one portion of the dough on a floured surface to about ¼-inch thickness. Cut into 2½-inch discs.
- Place a couple of chocolate chunks and a sprinkle of chopped almonds in the center of each disc. Fold the edges to create the classic hamantaschen shape.
- Bake the cookies in the preheated oven for 13-15 minutes. Top each cookie with mini marshmallows after removing from the oven.
- Let the cookies cool completely on a wire rack before serving.







