The Little Cookie That Tells a Story
My kitchen smells like sweet dates and toasted nuts right now. I’m making my Date-Filled Roll-Ups. These are not just cookies. They are little rolled-up stories.
My own grandma taught me this recipe. She called them her “Christmas secrets.” I still laugh at that. The secret is just patience and love. That’s the best ingredient of all.
Why Patience Matters
This recipe asks you to wait. You must let the filling cool. Then you must chill the dough. Twice! This matters so much.
Rushing makes a sticky mess. Waiting makes magic. The dough firms up. Then you can slice perfect little swirls. Good things take time. Just like the best stories.
A Funny Thing Happened…
I once forgot to grease the parchment paper. What a silly mistake! The cookies stuck fast. We had to eat them with a spoon. It was a delicious, gooey mess.
So please, grease that paper. Your future self will thank you. Trust me on this one. Now, tell me, have you ever had a kitchen mishap turn out okay? I’d love to hear.
The Taste of Sweet History
Dates and nuts are old, old foods. People have loved them for centuries. Fun fact: Dates were found in ancient Egyptian tombs! They are nature’s candy.
Mixing them into a soft dough feels special. You are mixing the past with the present. Doesn’t that smell amazing when it bakes? That warm, cozy smell is history in your oven.
Your Turn in the Kitchen
This is a great recipe to make with family. Someone can chop. Someone can mix. Rolling the log is a team job. This matters too. Cooking together makes memories.
When you slice the log, see the beautiful swirl? Each cookie is unique. Which do you prefer, walnuts or pecans in your filling? They are both wonderful.
Sharing the Warmth
These cookies are for sharing. They are sweet but not too sweet. They go perfectly with a glass of cold milk. Or a cup of warm tea.
I always make the full batch. I keep some. I give the rest away. What is your favorite treat to share during the holidays? Making food for others is a gift from the heart.
Ingredients:
| Ingredient | Amount | Notes |
|---|---|---|
| FILLING: | ||
| Walnuts or pecans, chopped fine | 1 ¾ cups (7 oz / 198g) | |
| Pitted dates, chopped fine | 9 oz (255g / 1 ½ cups) | |
| Water | 1 cup | |
| Granulated sugar | ½ cup (3 ½ oz / 99g) | |
| DOUGH: | ||
| All-purpose flour | 3 ½ cups (17 ½ oz / 496g) | |
| Baking soda | 1 teaspoon | |
| Salt | ½ teaspoon | |
| Brown sugar, packed | 1 cup (7 oz / 198g) | |
| Granulated sugar | 1 cup (7 oz / 198g) | |
| Unsalted butter, softened | 12 tablespoons | |
| Large eggs | 3 | |
| Vanilla extract | 1 teaspoon |

My Cozy Kitchen Christmas Roll-Ups
Hello, my dear. Come sit at the table. I want to tell you about my favorite Christmas cookie. It’s a sweet, nutty roll-up. My own grandmother taught me this recipe. I still make it every single year. The kitchen smells like warm sugar and memories. Doesn’t that sound lovely?
These cookies take a little patience. But they are so worth it. We make a soft dough and a sticky date filling. Then we roll it all up like a little blanket. Chilling the dough is the secret. It makes everything easier to handle. Trust your kitchen grandma on this one.
Here is how we make our magic together.
- Step 1: First, we make the filling. Put the dates, nuts, water, and sugar in a pot. Cook it on medium heat. Stir it often until it gets thick. It will bubble and smell amazing. Let it cool completely in a bowl. This takes about an hour. (A hard-learned tip: Let it cool! Warm filling will melt our dough.)
- Step 2: Now, for the dough. Mix your flour, baking soda, and salt in a bowl. In another bowl, beat the sugars and soft butter. It should look pale and fluffy. Add the eggs, one by one. Then mix in the vanilla. Gently stir in the flour mixture. Divide the dough in half. Wrap each half and chill for one hour. I use this time to wash my mixing bowls.
- Step 3: Time to roll! On a floured surface, roll one dough piece into a rectangle. Spread half the cool filling all over it. Now, carefully roll it up from the long side. Wrap this log in parchment paper. Do the same with the second piece. Chill them again for two hours. This makes slicing so neat. What’s your favorite cookie to leave out for Santa? Share below!
- Step 4: Almost there! Heat your oven to 350 degrees. Line your baking sheets with parchment. Grease the paper well. Take one log from the fridge. Slice it into half-inch rounds. Place them on your sheets. Bake for 18 to 22 minutes. They should turn a lovely golden brown. Let them cool completely on the sheet. Then, make a pot of tea. You’ve earned it.
Cook Time: 1¾ hours, plus chilling
Total Time: About 6 hours (with chilling)
Yield: About 40 cookies
Category: Dessert, Cookies
Three Fun Twists to Try
Once you master the classic, you can play! Here are some fun ideas. My grandson loves the orange one.
- Orange Spice: Add a teaspoon of orange zest to the dough. Mix a pinch of cinnamon into the filling. It tastes like Christmas morning.
- Chocolate Drizzle: Let the baked cookies cool. Then drizzle them with melted chocolate. It looks so fancy, but it’s easy.
- Ginger Snap: Swap the walnuts for chopped candied ginger. It gives a lovely little spicy kick. Perfect for a snowy day.
Which one would you try first? Comment below!
Serving Them Up With Style
These cookies are stars on their own. But I love to make them special. Place them on my grandmother’s china plate. Dust them with a little powdered sugar. It looks like a light snowfall. You could also serve them with a small bowl of vanilla ice cream. The warm cookie and cold cream is heaven.
For drinks, I have two choices. For the grown-ups, a small glass of sherry or a sweet port wine pairs nicely. For everyone, a big mug of cold milk or hot spiced apple cider is just right. The sweet cookie and the tart cider are best friends. Which would you choose tonight?

Keeping Your Roll-Ups Fresh and Ready
These cookies are a special treat. You will want them to stay soft. Let them cool completely first. Then store them in a tin at room temperature. They are best eaten within two days.
You can also freeze the dough logs. Wrap them tightly in plastic wrap. They will keep for a month. Slice and bake them straight from the freezer. Just add a few extra minutes to the bake time.
I once baked a whole batch for a surprise visit. Having dough in the freezer saved the day. Fresh, warm cookies in twenty minutes! Batch cooking the dough means you are always ready for guests. It turns baking from a chore into a simple joy.
Have you ever tried storing cookie dough this way? Share below!
Common Hiccups and How to Fix Them
Is your filling too runny? Cook it a little longer. Stir it until it is very thick. A runny filling will leak out while baking. A thick filling stays put and tastes perfect.
Is the dough too sticky to roll? Chill it longer. I remember when my dough was like glue. I was so frustrated! Patience with chilling makes rolling easy. This matters because calm hands make better cookies.
Are your cookies spreading too much? Your dough might be too warm. Make sure your logs are firm before slicing. Also, do not forget to grease the parchment paper. This gives the cookies a perfect shape and texture.
Which of these problems have you run into before?
Your Quick Questions, Answered
Q: Can I make these gluten-free?
A: Yes. Use a good gluten-free flour blend. The results will be just as tasty.
Q: How far ahead can I make the dough?
A: You can make the dough squares up to two days ahead. Keep them wrapped in the fridge.
Q: What can I use instead of walnuts?
A: Pecans work beautifully. You could also use almonds. Fun fact: dates and nuts have been paired for centuries!
Q: Can I make a half batch?
A: Absolutely. Just cut all the ingredients in half. It is a great way to test the recipe.
Q: Any optional tips?
A: A pinch of cinnamon in the filling is lovely. It adds a cozy, warm flavor.
Which tip will you try first?
From My Kitchen to Yours
I hope you love making these roll-ups. They fill the house with a wonderful smell. It is the smell of love and holiday spirit. I would love to see your baking creations.
Share a picture of your cookie tray with friends. Your kitchen stories are my favorite thing to read. Have you tried this recipe? Tag us on Pinterest!
Happy cooking!
—Elowen Thorn.

Date Filled Christmas Roll Up Delights
Description
A festive, spiced cookie roll filled with a sweet date and nut mixture, perfect for the holiday season.
Ingredients
FILLING:
DOUGH:
Instructions
- For the filling: Combine all filling ingredients in a small saucepan and bring to a boil over medium heat. Cook, stirring frequently, until thickened, 3 to 5 minutes. Transfer to a bowl and let cool completely, about 1 hour.
- For the dough: Combine flour, baking soda, and salt in a bowl. Using a stand mixer fitted with a paddle, beat brown sugar, granulated sugar, and butter on medium-high speed until pale and fluffy, about 3 minutes. Add eggs, one at a time, and beat until combined. Add vanilla and beat until incorporated. Reduce speed to low, add flour mixture in 3 additions, and mix until just combined, scraping down bowl as needed. Divide dough in half and form each half into a 6-inch square. Wrap squares in plastic and refrigerate for 1 hour or up to 2 days.
- Working on floured parchment paper, roll 1 dough square into a 13 by 9-inch rectangle. Spread half of the cooled filling evenly over the dough. With the long side facing you, use the parchment to roll the dough into a log. Wrap tightly with parchment and refrigerate until firm, at least 2 hours. Repeat with the remaining dough and filling.
- Adjust oven racks to upper-middle and lower-middle positions and heat oven to 350 degrees. Line 2 baking sheets with parchment and grease the parchment. Working with 1 log at a time, slice dough into ½-inch-thick rounds and space them 2 inches apart on prepared sheets. Bake until tops are golden brown, 18 to 22 minutes, switching and rotating sheets halfway through. Slide parchment onto a wire rack and let cookies cool completely before serving. Repeat with the second dough log.
Notes
- Plan ahead: The dough needs time to chill twice. And don’t forget to grease the parchment paper—otherwise, these soft cookies will stick. Cookies can be stored at room temperature for up to 2 days.