There’s something truly special about merging traditions and flavors, and these Rocky Road Hamantaschen are a delightful testament to that! Imagine the classic taste of hamantaschen, but with a rich chocolate twist that transports you back to fond memories of ice cream indulgences. As I mixed together creamy chocolate chunks, crunchy almonds, and fluffy marshmallows, the kitchen filled with an inviting aroma that had my family gathering around, drawn by the promise of sweets.
Whether you’re preparing for a festive Purim celebration or simply seeking a satisfying dessert to impress friends and family, this recipe is as easy as it is delicious. Each bite reveals a perfect harmony of textures, from the soft, tender edges to the gooey chocolate center. Best of all, these cookies can easily be customized to fit dietary preferences, making them a fantastic treat for everyone. Join me on this journey of flavor as we create a cookie that’s both a beloved classic and a modern twist!
Why Will You Love Rocky Road Hamantaschen?
Delightful Fusion: This recipe brilliantly combines two favorites into one irresistible cookie.
Customizable: Whether you need gluten-free, vegan, or nut-free options, this recipe is versatile for all diets.
Easy to Make: Simple steps ensure that even beginner bakers can whip up these treats without a hitch.
Texture Variety: Enjoy a satisfying crunch from almonds paired with gooey chocolate and fluffy marshmallows.
Crowd Pleaser: Perfect for any gathering, these cookies will surely impress friends, family, and guests alike!
Consider serving with a glass of milk or coffee to complement every delicious bite.
Rocky Road Hamantaschen Ingredients
For the Dough
• Sugar – Provides sweetness and aids in structure; substitute with brown sugar for a richer flavor.
• Vegetable Oil – Adds moisture to the cookies; can be replaced with melted coconut oil for a vegan option.
• Eggs – Binds the mixture; for a vegan alternative, use flax eggs or applesauce.
• Vanilla Extract – Enhances flavor; can be substituted with almond extract for an extra nutty touch.
• Almond Extract – Offers a nutty note; omit if allergic to nuts.
• Salt – Balances sweetness and elevates overall flavor.
• Flour – Forms the cookie base; all-purpose flour is standard, but you can swap with gluten-free flour if needed.
• Baking Powder – Provides leavening for a lighter cookie; do not substitute with baking soda.
• Cocoa Powder – Infuses rich chocolate flavor; opt for Dutch-processed cocoa for depth.
For the Filling
• Whole Almonds – Adds crunch; can be replaced with walnuts or omitted for a nut-free version.
• Chocolate Chunks – Contributes rich chocolate indulgence; substitute with dark or white chocolate for a twist.
• Mini Marshmallows – Provides a gooey texture; use vegan marshmallows for a plant-based option.
Get ready to create these mouthwatering Rocky Road Hamantaschen that will not only satisfy your sweet tooth but also impress everyone at the table!
How to Make Rocky Road Hamantaschen
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Prepare the Dough: In a large bowl, mix sugar and vegetable oil until well combined. Then, stir in the eggs along with the vanilla and almond extracts until smooth. This creates a lovely base for your cookies!
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Combine Dry Ingredients: In another bowl, sift together the flour, salt, baking powder, and cocoa powder. Gradually mix these dry ingredients into the wet ingredients until just combined, being careful not to overwork the dough.
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Chill the Dough: Divide the combined dough into two portions, wrap each in plastic wrap, and refrigerate for at least 1 hour. Chilling helps develop the flavors and makes the dough easier to handle.
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Preheat the Oven: Preheat your oven to 350°F (175°C). This ensures the cookies bake evenly and become delightfully golden.
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Roll and Cut: After chilling, roll out the dough on a lightly floured surface to about ¼-inch thickness. Use a cookie cutter or a glass to cut out 2½-inch discs!
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Fill and Shape: Place ½ teaspoon of chocolate chunks and a few whole almonds in the center of each disc. Fold the dough edges to form triangles and pinch to secure the filling. This is where the magic happens!
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Bake: Place the shaped cookies on a baking sheet lined with parchment paper. Bake for 13-15 minutes or until they are firm and the edges are slightly golden. They’ll smell divine!
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Add Marshmallows: Immediately after removing the cookies from the oven, sprinkle mini marshmallows on top while they are still warm. This creates an irresistible gooey topping!
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Cool Down: Allow the cookies to cool on a wire rack. This helps them set up perfectly while enhancing their texture—soft yet crisp around the edges.
Optional: Drizzle with melted chocolate for an extra decadent touch.
Exact quantities are listed in the recipe card below.
Storage Tips for Rocky Road Hamantaschen
- Room Temperature: Store cooled cookies in an airtight container at room temperature for up to 5 days to maintain freshness and texture.
- Refrigeration: For an extra cool treat, place the cookies in the fridge, where they can stay good for up to a week.
- Freezer: Freeze individual cookies in a single layer on a baking sheet, then transfer them to an airtight container for up to 3 months.
- Reheating: To enjoy the cookies warm, reheat them in a preheated oven at 350°F (175°C) for 5-7 minutes, restoring their delightful texture.
Expert Tips for Rocky Road Hamantaschen
- Chill the Dough: Make sure to refrigerate the dough until firm; a soft dough can make shaping difficult and lead to spreading during baking.
- Flour the Surface: Lightly flour your work surface and hands while shaping the cookies to prevent sticking. It makes the process smoother!
- Fill Strategically: Avoid overfilling each hamantaschen to prevent spillage while baking; ½ teaspoon of filling is perfect for each cookie.
- Cool Before Adding Marshmallows: Wait until the cookies are out of the oven before sprinkling on mini marshmallows to keep them from melting too much.
- Explore Variations: Don’t hesitate to experiment with different nut types or chocolate varieties to personalize your Rocky Road Hamantaschen to your liking!
What to Serve with Rocky Road Hamantaschen?
Imagine delighting your family and friends with a dessert that perfectly complements these chocolatey treats while enhancing their flavors.
- Glass of Milk: A classic pairing, milk’s creaminess balances the rich chocolate and nutty flavors in each bite.
- Coffee or Espresso: The warmth of a cup of coffee enhances the sweet, gooey nature of the cookies, making for a comforting after-dinner treat.
- Vanilla Ice Cream: Serve these cookies slightly warm alongside a scoop of vanilla ice cream. The creaminess creates a delightful contrast to the chewy texture.
- Fresh Berries: Bright, juicy berries provide a refreshing burst of acidity that cuts through the sweetness, adding a fresh element to your dessert spread.
- Chocolate Sauce Drizzle: For true chocolate lovers, a drizzle of warm chocolate sauce can take these hamantaschen to the next level of indulgence!
- Sweet Herbal Tea: Choose a calming herbal tea like chamomile or peppermint; its gentle flavors offer a lovely palate cleanse after the decedent cookies.
- Caramel Dipping Sauce: For an extra indulgent treat, serve with a rich caramel sauce for drizzling or dipping; it adds a lovely depth of flavor that pairs wonderfully with the cookies.
Variations & Substitutions for Rocky Road Hamantaschen
Feel free to play around with these delightful options to make this recipe uniquely yours!
- Nut-Free: Replace almonds with sunflower seeds or skip the nuts entirely for a safe alternative.
- Vegan Version: Use flax eggs instead of eggs and opt for vegan marshmallows for a dairy-free treat.
- Gluten-Free: Swap all-purpose flour with a gluten-free flour blend to accommodate those sensitive to gluten.
- Chocolate Options: Experiment with dark chocolate or white chocolate chunks for a different flavor profile.
- Add Dried Fruit: Incorporate dried cherries or cranberries alongside the chocolate for a splash of fruity sweetness.
- Coconut Kick: Add shredded coconut to the filling for a tropical twist that enhances both flavor and texture.
- Minty Freshness: Mix in a few drops of peppermint extract for a refreshing taste that pairs beautifully with chocolate.
- Spicy Surprise: Sprinkle a pinch of cayenne or chili powder into the chocolate for a fiery kick that will excite your taste buds!
These variations will make it easy to cater to every palate while keeping that beloved chocolatey essence!
Make Ahead Options
These Rocky Road Hamantaschen are perfect for busy home cooks looking to save time without compromising flavor! You can prepare the dough and refrigerate it for up to 24 hours; simply wrap it tightly in plastic wrap to maintain freshness. Additionally, you can pre-fill the cookie discs and store them in an airtight container in the fridge for up to 3 days. When you’re ready to bake, just remove the cookies from the fridge, shape them, and pop them in the oven. This way, your delightful treats will be just as delicious, allowing you to enjoy a scrumptious dessert with minimal effort on the day of serving!
Rocky Road Hamantaschen Recipe FAQs
How ripe should my almonds be for the filling?
Absolutely! For the best flavor and crunch, use whole almonds that are fresh and not stale. Look for almonds that have a uniform color; if they have dark spots or a rancid smell, it’s time to pass. Fresh almonds will enhance the overall taste of your Rocky Road Hamantaschen.
How should I store my Rocky Road Hamantaschen?
Store your cooled cookies in an airtight container at room temperature for up to 5 days. This will help retain their delightful texture. If you want to keep them fresh for longer, consider refrigerating them, where they’ll stay delicious for an extra week.
Can I freeze Rocky Road Hamantaschen?
Yes! You can freeze your baked cookies. First, allow them to cool completely. Then, lay them out in a single layer on a baking sheet and freeze for about 2 hours. After they’re frozen, transfer them to an airtight container and store them in the freezer for up to 3 months. To enjoy them later, just reheat in a preheated oven at 350°F (175°C) for 5-7 minutes.
What should I do if my dough is too sticky?
If your dough turns out too sticky, don’t worry! You can handle this easily. Simply add small amounts of extra flour, about a tablespoon at a time, until it reaches the right consistency. Lightly flour your hands and work surface to make shaping easier. Remember, chilled dough is easier to manage, so if in doubt, chill it a bit longer.
Are there any allergy considerations with this recipe?
Definitely keep in mind the allergens when sharing your tasty treat! If anyone has nut allergies, you can replace whole almonds with flower seeds or omit nuts entirely. For a vegan version avoiding eggs, simply use flax eggs or applesauce. Also, ensure the mini marshmallows are suitable for your dietary needs, as some brands may use gelatin.
What if I’d like a chocolate swirl decoration on top?
Very easy! After baking and cooling your Rocky Road Hamantaschen, you can melt some chocolate (dark, milk, or white) and use a spoon or a piping bag to drizzle it over the cookies. This not only adds a beautiful finishing touch but also intensifies the chocolate flavor—an indulgent upgrade!

Rocky Road Hamantaschen: A Sweet Twist for Your Celebrations
Ingredients
Equipment
Method
- In a large bowl, mix sugar and vegetable oil until well combined.
- Stir in the eggs along with the vanilla and almond extracts until smooth.
- In another bowl, sift together flour, salt, baking powder, and cocoa powder.
- Gradually mix dry ingredients into wet ingredients until just combined.
- Divide dough into two portions, wrap each in plastic, and refrigerate for at least 1 hour.
- Preheat your oven to 350°F (175°C).
- Roll out dough on a floured surface to about ¼-inch thickness and cut into discs.
- Place filling in the center of each disc and shape into triangles.
- Bake for 13-15 minutes until firm and edges are golden.
- Sprinkle marshmallows on warm cookies immediately after baking.
- Let cool on a wire rack.







