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    Rolled date cookies (3 ways)

    Published: Jul 18, 2025 by tomatoestomahtos · This post may contain affiliate links ·

    Like with almost every meal I serve, everyone likes it just so. Some of my family wants only mustard on their turkey sandwich, others like it with lettuce and pickles! So why should dessert be any different? I've become so obsessed with these rolled date cookies (3 ways) because as the title suggests, you can enjoy them with multiple filling options! The most classic is date, but I've shared 2 more ideas in addition. Feel free to get creative!

    I went totally wacky for the 3rd, instead of using plain chocolate spread, I gave it some Dubai chocolate vibes by adding crushed pistachios and toasted kataifi on top of the spread!

    Jump to Recipe Print Recipe

    Ingredients:

    • Oil- canola, vegetable or avocado oil
    • Sugar
    • Eggs
    • Vanilla extract
    • Orange juice
    • Baking powder
    • Salt
    • All-purpose flour
    • Powdered sugar, for dusting
    • Date spread, jam, and/or chocolate spread

    How to make rolled date cookies (3 ways):

    1. In a large bowl or in the bowl of a mixer, combine the oil and sugar until creamy.
    2. Add in the eggs, orange juice, and vanilla extract. Mix well.
    3. Add in the salt and baking powder. Slowly pour in the flour, making sure it's incorporated before adding more.
    4. Once the dough is mixed, remove it from the bowl and onto a floured work surface.
    5. Separate the dough into 3 pieces using a bench scraper or knife.
    6. Wrap each piece in plastic wrap and chill in the fridge for 30 minutes.
    7. Preheat oven to 350F.
    8. Working with one piece at a time, roll into a large oval on a piece of parchment paper. Spread the filling of your choice all over the dough.
    9. Roll up the dough, cinnamon roll style until you've got a nice long log.
    10. Cut the roll ¾ of the way with even 1-inch thick indents. You can use a knife or bench scraper for this. Bake the cookies in the oven for 25-30 minutes.
    11. Take the cookies out of the oven and cool for 30 minutes, then sprinkle powder sugar on top and slice again, fully.
    rolled date cookies (3 ways) sliced on a sheet pan.

    Storing the cookies:

    For peak freshness, store in an airtight container for up to 3 days, and in the freezer for up to 2 months.

    To defrost, place in the fridge overnight or in a warmed oven until thawed.

    Variations for rolled date cookies (3 ways):

    I listed a few ideas in the recipe card and above, but you can also try any nut butter spread, Biscoff spread, whatever strikes your fancy! Feel free to add fun textural elements as well like chopped nuts, or warm spices like cinnamon.

    rolled date cookies (3ways) sliced and on a plate

    more cookie recipes

    Dairy free olive oil chocolate chip cookies

    Hearty breakfast cookies for on the go

    rolled date cookies (3 ways)

    Rolled date cookies (3 ways)

    Make these classic date rolled cookies (3 ways) by customizing with your filling of choice! The shortbread like dough is made with oil instead of butter and wraps around the filling for a beautiful contrast effect.
    Print Recipe Pin Recipe
    Prep Time 15 minutes mins
    Resting time 30 minutes mins
    Servings: 45 cookies
    Course: Dessert
    Ingredients Method

    Ingredients
      

    Cookies:
    • ¾ c oil canola, vegetable or avocado
    • 1 ¼ c sugar
    • 4 eggs
    • ¼ c orange juice
    • 1 teaspoon vanilla extract
    • ½ teaspoon salt
    • 2 teaspoon baking powder
    • 5 cups all-purpose flour
    • powdered sugar for decorating
    Filling ideas:
    • Classic date spread
    • Jam (my personal favorites are raspberry and apricot!)
    • Chocolate spread

    Method
     

    1. In a large bowl or in the bowl of a mixer, combine the oil and sugar until creamy.
    2. Add in the eggs, orange juice, and vanilla extract. Mix well.
    3. Add in the salt and baking powder. Slowly pour in the flour, making sure it's incorporated before adding more.
    4. Once the dough is mixed, remove it from the bowl and onto a floured work surface.
    5. Separate the dough into 3 pieces using a bench scraper or knife.
    6. Wrap each piece in plastic wrap and chill in the fridge for 30 minutes.
    7. Preheat oven to 350F.
    8. Working with one piece at a time, roll into a large oval on a piece of parchment paper. Spread the filling of your choice all over the dough.
    9. Roll up the dough, cinnamon roll style until you've got a nice long log.
    10. Cut the roll ¾ of the way with even 1-inch thick indents. Bake the cookies in the oven for 25-30 minutes.

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    I'm here to make life easier with delicious and easy to make family friendly food that also happens to look amazing!

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