My gluten free Hamantaschen with an orange and date filling bring a familiar, nostalgic taste to Purim. This is the flavor of Israeli Purim celebrations!

Jump to:
- My Purim Evolution
- How to Spell Hamantaschen, Hamentashen or Hamentaschen?
- Why I Chose a Date Filling
- Ingredients for gluten free hamentashen
- Equipment
- Directions for making gluten free hamantaschen
- Scaling the recipe
- Storage
- Making in Advance
- Top tips for making this easy hamentashen recipe
- More Purim Recipes!
- Recipe
My Purim Evolution

I have written prior about how my love affair with Purim, the Jewish day of merry-making and costume-doning, started. What started as a magical enchantment quickly revealed itself to be a day of homemade costumes and stale, hand-me down treat packages. Once I realized how poor my family was, my embarrassment of Purim as a child knew no bounds.
It took me years to appreciate how precious those homemade outfits and scrounged-up treats actually were. How much time and effort my mother put into each seam, each sequin. How guilty she must have felt, sending me to school with pitiful plates of hardened candy, imagining the embarrassment of the recipient's parents, but knowing she can't do any better.
This year, as I bake my orange and date gluten free hamantaschen and wearing a mask on my face no longer feels like an exception, it’s easy to think back to how the costumes and masks of my childhood made me feel. How the prettier I looked, the shinier my plate of treats was, the better it felt.
But the truth was, it didn’t matter whether I went to school dressed as a princess or a sorceress. My costume - my mask - was just window dressing. The person inside - an immigrant, a dreamer, a shy little girl - remained unchanged.
While I don’t sew my own Halloween or Purim costumes now, I still refuse to buy them in store. I assemble costumes from pre-owned items, thrift store finds, and DIY additions.
And most importantly, I bake my own plate of hamantaschen cookies, delighting in the childhood flavours, and give some to my sister, who lives a few blocks away.
We call our mother, who no longer sews, but who can now afford to buy herself all the gluten-free hamentashen she wants. Like all of us, she wears a mask to her work, but not because it's Purim.
And underneath it all - the masks, the make up, the adult behaviours - I realize that we’re all still the same we were over 20 years ago, during those first Purim celebrations. Hopeful, well-intentioned and slightly embarrassed by ourselves.
How to Spell Hamantaschen, Hamentashen or Hamentaschen?

All of these spellings work! But the most common one is hamantaschen, the plural of hamantasch. That's why this is a recipe for gluten free hamantaschen, though I use the first two spellings pretty interchangeably.
Hamantaschen means "the Ears of Haman" in Yiddish. In Hebrew, this dish is called Oznei Haman.
Haman is the quintessential bad guy in the Purim story, the man who wanted to kill all the Jews in Persia - and whose plan was ultimately foiled by Queen Esther, her uncle Mordechai the Jew, and their wits. To read more about Purim, check out this site.
Why I Chose a Date Filling

I chose to fill my gluten-free hamentashen with a homemade orange and Medjool date filling. Date hamantaschen is the classical Israeli hamantaschen recipe.
While in North America, poppy seed, prune hamantaschen or even pistachio hamantaschen cookies seem to be a lot more typical, in Israeli you can buy a hamantaschen filled with a sticky date filling on pretty much every street corner.
In fact, you can find ready-made date spread in every store as well (or make our own homemade date syrup), just in case you want to make your own date hamentashen, date Swiss roll cake, or stuffed dates with almond butter.
To me, there is nothing more nostalgic than biting into a crunchy, sweet date hamantaschen cookie. It's the one flavor my sister keeps asking for year after year! Making these into gluten free hamantaschen means I get to enjoy my favourite childhood treat while not compromising my immune system.
Ingredients for gluten free hamentashen

This hamantaschen recipe stands out with its rich, naturally sweet date filling and citrus-infused dough. Instead of traditional jams or poppy seeds, the filling blends Medjool dates with walnuts, cinnamon, and a touch of cloves for warmth. Fresh orange juice enhances both the dough and filling, bringing brightness to each bite. The dough combines almond meal with a gluten free flour blend for a delicate texture that holds its shape perfectly while being gluten free.
I recommend using Medjool dates for your filling because they're softer and don't need soaking prior to processing.
Equipment
You need the following equipment to make orange and date gluten free hamantaschen:
- Large mixing bowl (get this set)
- Medium medium bowl
- Solids measuring cups (I like these and these)
- Measuring spoons
- Parchment paper / silicone mat
- Spatula
- Baking sheet
- Oven
- Rolling pin
- 7.5-cm round cookie cutter or glass
Directions for making gluten free hamantaschen

Prep the ingredients
To make your life easier, start by taking out and measuring all the ingredients you need. This makes baking so much easier and faster.
Combine dry dough ingredients

Combine gluten-free flour, almond meal, baking powder and salt in a medium-sized bowl.
Combine wet dough ingredients

In a large bowl, combine orange juice, orange zest, oil, sugar and egg, and whisk together.
Add dry ingredients to wet ingredients
Working slowly and in batches, add flour mixture to the wet ingredients (working in ½ cup at a time). Stir the dough a few times, just until it starts to come together. Do not overmix!
Transfer the dough onto a flat, floured surface and knead a few times. Dough should be smooth but not sticky; if it’s too dry, add more orange juice, 1 teaspoon at a time, or more gluten-free flour, 1 tablespoon at a time, if it looks too wet.
Refrigerate gluten free hamantaschen dough

Shape dough into a flat disc, wrap in plastic wrap and refrigerate for at least 3 hours.
Make filling

Add all filling ingredients to the food processor. Process until smooth, scraping down the walls of the food processor with a spatula a few times to combine everything.
You may need to add more or less liquid, depending on the age of your dates. Your filling should be a sticky, spreadable paste that can be formed into a ball. If it's too liquid, add more dates and nuts; if it's too hard and not spreadable, add more orange juice or non dairy milk.
Preheat oven
When ready to bake the gluten-free hamantaschen, preheat the oven to 350F. Cover a baking sheet with parchment paper or a reusable silicone mat.
Roll out hamantaschen cookies
Remove dough from fridge, and using a rolling pin, roll it out on a lightly floured surface to about 4-mm thickness.
Using a cookie cutter or a glass, cut out circles and transfer them onto a baking sheet, leaving some space between the cookies. Roll scraps of leftover dough back together, and repeat process until all dough is done.
Fill gluten free hamentashen

Spoon a 1-teaspoon of date filling in the middle of each circle. Fold into a triangle: fold the left side over on an angle, followed by the ride side and then the bottom, forming a triangle-shaped pocket. Pinch the seams firmly. Repeat with remaining dough.
Bake orange and date gluten free hamantaschen
Bake for 20 minutes at 350F. Let gluten-free hamantaschen cool on baking sheet for 5 minutes, then transfer to a wire rack to cool.
Scaling the recipe

This recipe makes 12-16 hamantaschen cookies, depending on the size of your cutter or your diligence in rolling out the scraps. You can easily increase the recipe to make more - and I recommend doing so if making this for a crowd.
Storage

This hamantaschen recipe keeps really well and can be frozen.
Gluten-free hamantaschen will keep for 4 days outside the fridge. If you place them in the fridge, they'll soften a bit but will keep longer.
You can freeze them as well, and they will keep for 6 months - more on that in the next section.
Making in Advance
Orange and date gluten free hamantaschen can be made days in advance. For best results, eat them within two days of making them - but they'll be good for 4 days outside the fridge.
However, if you'd like to bake your hamantaschen cookies fresh, but want to make the ingredients separately in advance, you can easily do so!
The dough requires at least 3 hours of cooling, so you can make it the day before.
The filling can be made up to 2 days before, and kept in an airtight, sealed container in the fridge.

Top tips for making this easy hamentashen recipe
- Buy good Medjool dates. Using old, stale dates will make your filling harder to process, and will require more liquid
- Experiment with the filling. Sub the orange juice for another liquid, or switch up the walnuts and cloves for another nut and spice
- Don't skip chilling your dough! Min 30 mins, but the longer the better.
In fact, if you can, stick your shaped and filled gluten free hamantaschen cookies in the freezer while you preheat the oven, and bake them straight from the freezer.
- Don't overfill your hamantaschen cookies - stick to 1 teaspoon of filling.
More Purim Recipes!

Orange and Date Gluten-free hamantaschen are the perfect dessert to serve for Purim. Here are some of my other Purim recipes! You can also make an easy hamantaschen with guava and cheese or gluten-free chocolate rugelash to celebrate the holiday.
Recipe
Tried and loved this recipe? Please leave a 5-star review below! Your reviews mean a lot to me, so if you've got any questions, please let me know in a comment.

Orange and Date Gluten Free Hamantaschen
Equipment
- Medium medium bowl
- Parchment paper / silicone mat
Ingredients
For dough:
- 1 cup gluten-free flour mix
- ⅓ cup almond meal
- ½ teaspoon baking powder
- pinch of kosher salt
- ½ TB orange juice
- Zest of half an orange
- ⅛ cup oil
- ⅓ cup sugar
- 1 egg
For filling:
- 170 g Medjool dates
- ½ cup orange juice OR non-dairy milk
- ½ cup walnuts chopped
- ¼ teaspoon cinnamon ground
- 1 pinch cloves ground
Instructions
- Combine the dry ingredients (gluten-free flour, almond meal, baking powder and salt) in a medium-sized bowl.
- In a large bowl, combine wet ingredients; orange juice, orange zest, oil, sugar and egg, and whisk together.
- Working slowly and in batches, add flour mixture to wet ingredients (adding in ½ cup at a time). Stir the dough a few times, just until it starts to come together. Transfer the dough onto a flat, floured surface and knead a few times. Dough should be smooth but not sticky; if it’s too dry, add more orange juice, 1 teaspoon at a time, or more gluten-free flour, 1 tb at a time, if it looks too wet.
- Shape dough into a flat disc, wrap in plastic wrap and refrigerate for at least 3 hours.
- To make filling: add filling ingredients to the food processor. Process until smooth, scraping down the walls of the food processor with a spatula a few times to combine everything.
- Preparing hamantaschen: When ready to bake the gluten-free hamantaschen, preheat the oven to 350F. Cover a baking sheet with parchment paper or a reusable silicone mat.
- Remove dough from fridge, and using a rolling pin, roll it out on a lightly floured surface to about 4-mm thickness. Using a cookie cutter or a glass, cut out circles and transfer them onto a baking sheet, leaving some space between the cookies. Roll scraps of leftover dough back together, and repeat process until all dough is done.
- Spoon a 1-teaspoon of date filling in the middle of each circle. Fold into a triangle: fold the left side over on an angle, followed by the ride side and then the bottom, forming a triangle-shaped pocket. Pinch the seams firmly. Repeat with remaining dough.
- Bake for 20 minutes at 350F. Let gluten-free hamantaschen cool on baking sheet for 5 minutes, then transfer to a wire rack to cool.
- Gluten-free hamantaschen will keep in a sealed container for 4 days.
Nutrition
This recipe was published in Vol. 2 of Challah Magazine. Challah is a publication for young Jewish adults, fusing cultural heritage with contemporary Jewish experiences.
Jael says
What a beautiful and touching post, and lovely recipe.Happy Purim to you.
kseniaprints says
Thanks, Jael! Purim Sameach.
Andréa Janssen says
Wow, these look so delicious. I love the orange date filling. It's so tasty.
kseniaprints says
It adds an extra special note! Love it
FOODHEAL says
I love dates and walnuts, they must go well together in this recipe. These hamantaschen look delicious, something to bite on while visiting a city...
kseniaprints says
Hope we'll all get to visit many cities soon!
Raquel says
This hamantaschen looks so beautiful and flavorful! Cannot wait to try it!
kseniaprints says
Thanks Raquel! I think you'll LOVE them!
Mama Maggie's Kitchen says
You're making me hungry... I think I just heard my tummy growl. lol!
kseniaprints says
haha luckily the solution is only a few mins away 🙂
Freya says
A beautiful remembrance and the recipe was absolutely delicious, I had to problems making them!
mikayla says
Dates have not been at the top of my go to list, but these looked so good. I just had to make a batch and they were gone in just 2 mornings, my hubby and little guy liked them as much as I did, especially with a cup of coffee or a glass of milk.
Heather says
I've been wanting to make these for so long...they were delicious! Loved the orange walnut date filling. Fantastic.
UR says
These hamantaschen look delicious! And love the date filling. Very excited to try this new recipe.
Leslie says
There is so much I love about this recipe but I'm super impressed with how gorgeous it is! I love pretty food!
Liz says
I have never had these before. I feel like I am missing out! It looks and sounds delicious!
Amanda Mason says
Really easy to make. I had no problem making these and oh my goodness....so good! Such a special post, too.
Gwynn says
Such a delicious recipe and so easy to follow. Thank you!
Tammy says
I love hamantaschen and since I can't tolerate gluten right now these are perfect. Beautiful photos...these sound so good!
Jacqueline Debono says
I have never tried hamantaschen but I love the idea of the orange and date filling. Medjool dates really are the best. Your photos are beautiful and I loved the story of how you celebrated Purim as a child.
Amita says
This was my first time making this recipe and it turned out really well. So delish.
Kate says
Thank you for such a comprehensive recipe! These tasted amazing and I can't wait to make hamantaschen again!
Gwynn says
I love how easy this recipe is to make and so delicious! Perfect for the holidays too!