Welcome to the most wonderful time of the year, filled with the aroma of freshly baked treats and the joy of sharing! My holiday cookie box is an annual tradition, meticulously filled with a cherished collection of homemade Christmas cookies and festive confections. It’s truly the perfect way to spread cheer and delight loved ones this holiday season.

The holiday season inevitably transforms my kitchen into a joyful bakery, bustling with activity and the sweet scent of baking. From classic cookies to decadent bars, rich brownies, delicate cupcakes, elaborate cakes, and comforting pies – the delicious list seems to grow longer each year!
There’s an undeniable magic in spending hours in the peaceful quiet of my cozy kitchen, creating edible gifts and festive delights. This year, drawing inspiration from talented fellow bloggers like Erin at Cloudy Kitchen and Amy from Constellation Inspiration, I embarked on creating my very own signature Holiday Cookie Box!

Oh, the excitement! Planning this cookie box, from selecting the recipes to arranging each treat, was an absolute delight. But the absolute best part, hands down, was sharing this handcrafted collection with my cherished family and friends. Their smiles and appreciative comments made every moment worthwhile.
This year, I decided to start with a thoughtfully curated selection. My inaugural holiday cookie box featured four distinct varieties of cookies, each chosen for its unique flavor and texture, alongside one of our absolute favorite holiday candy confections. This combination ensured a delightful assortment that offered something for every palate.

A Curated Selection: What’s Inside My Festive Cookie Box
Creating a holiday cookie box is about more than just baking; it’s about crafting an experience, a memory, and a delightful journey through flavors and textures. Each cookie within my box holds a special place, whether it’s a time-honored family recipe or a new discovery that quickly became a crowd-pleaser.
No holiday celebration would feel truly complete without my beloved Gingersnaps. These wonderfully spiced, chewy cookies have been a long-standing favorite, especially with my son Sean. Their warm, comforting ginger and molasses notes are synonymous with the festive season, making them an essential addition to any Christmas cookie collection. They absolutely earned a prime spot in the box, bringing a touch of traditional holiday warmth.

My Almond Meltaways are a relatively new addition to our repertoire but have already become an instant hit with everyone who tries them. These delicate, buttery cookies truly live up to their name, practically melting in your mouth. They offer a delightful crispness, light texture, and are infused with an abundance of rich almond flavor, making them an elegant and irresistible treat for any holiday gathering.
For a unique twist and a touch of candy confection, Plantation Crunch found its way into the box. This incredibly simple yet crazily delicious and addictive treat has been a staple in my holiday baking for years. Its delightful crunch and sweet, nutty flavor provide a wonderful contrast to the more traditional cookies, adding an exciting element to the festive assortment.

Pecan Linzer Cookies, elegantly filled with vibrant raspberry preserves, are always a sophisticated and utterly delightful treat for any holiday occasion. The tender, nutty pecan shortbread pairs exquisitely with the bright, fruity jam, creating a balanced and beautiful cookie that looks as good as it tastes. Their intricate design and refined flavor profile make them a standout in any cookie selection.

Finally, my Anise Seed Sugar Cookies evoke so many special memories for me. The subtle, aromatic hint of anise takes me back to cherished moments and family traditions. Their unique flavor profile and tender texture made them a non-negotiable choice when I began planning this year’s holiday box, ensuring a touch of nostalgia and distinctive taste.

Assembling Your Own Cookie Masterpiece: Tips and Tricks
Creating your own holiday cookie box is a rewarding experience, and with a little planning, it can be entirely stress-free and enjoyable. I sourced my festive box, along with the essential little dividers, from Michael’s Craft Store. My helpful assistant, Tom, meticulously cut the dividers to perfectly section off the compartments, ensuring each cookie had its own cozy space. Before adding the delicate cookies, I lined each compartment with cheerful red crinkle-cut paper shred, also readily available at the craft store. This not only adds a festive touch but also provides a soft cushion for your baked goods.
Drawing on valuable advice from seasoned bakers like Amy, I wisely decided against attempting to bake all the cookies in a single day. This approach prevents overwhelming yourself and ensures each batch receives the attention it deserves. I began by preparing the Plantation Crunch, which, once cooled, was stored in an airtight container in the fridge to maintain its crispness. The cookie doughs were tackled over two separate days; I made two varieties on the first day and the remaining two on the second. All doughs were then chilled thoroughly in the refrigerator, a crucial step for optimal texture and flavor development. Finally, the baking itself was spread out, with two varieties baked each day. This systematic approach made the entire process manageable and highly enjoyable.

This beautifully presented cookie box was a centerpiece at our recent holiday party, and as expected, the cookies vanished remarkably quickly! Thankfully, I had the foresight to bake extra batches, which I stored in airtight containers. This allowed me to easily replenish the box as needed, ensuring a continuous supply of delicious treats for our guests. The joy of seeing friends and family gather around, selecting their favorite cookies, is truly the essence of the holiday spirit.
Feel absolutely free to incorporate the specific cookies I’ve highlighted in this post into your own creation, or perhaps fill your box with a delightful array of your personal family favorites! The beauty of creating a homemade cookie box lies in its complete customizability. You can tailor the compartments, select your preferred cookie cutters, and choose the perfect combination of flavors and textures to perfectly suit your taste and the preferences of those you’re gifting it to.
A thoughtfully assembled cookie box serves as such a heartfelt and delicious gift for family, friends, neighbors, teachers, and anyone deserving of a special treat. It’s a genuine expression of care and holiday cheer, wrapped up in a package of homemade goodness. We truly hope you’ll embrace the joy of this festive tradition and give it a go! Happy baking and enjoy the wonderful treats!
Get Baking! Our Favorite Holiday Cookie Recipes
Embark on your own holiday baking adventure with these tried-and-true recipes. Each one is a guaranteed crowd-pleaser, perfect for gifting or savoring with a warm cup of cocoa.
Irresistible Gingersnaps (Yields approx. 24 cookies)
These classic Gingersnaps boast a perfect balance of spice, sweetness, and a delightfully chewy texture with crackled tops. They’re a timeless holiday staple that brings warmth and comfort with every bite.
2/3 cup vegetable oil
1 cup granulated sugar plus a small bowl of some extra for rolling cookies in before baking
1 egg room temperature
1/4 cup unsulphered molasses
2 cups all-purpose flour
1/2 tsp. salt
2 tsp. baking soda
1 tsp. ground cinnamon
1 tsp. ground ginger
- In a small bowl, thoroughly mix together the vegetable oil, 1 cup of granulated sugar, and the egg. Beat until the mixture is light and fluffy, then stir in the molasses until well combined. Set this wet mixture aside.
- In a separate large bowl, sift together the all-purpose flour, salt, baking soda, ground cinnamon, and ground ginger. Gradually stir the wet ingredients into the dry ingredients until just combined and a soft dough forms. Cover the bowl tightly with plastic wrap and refrigerate for at least 8 hours, or preferably overnight, to allow the flavors to deepen and the dough to firm up.
- Preheat your oven to 350 degrees Fahrenheit (175 degrees Celsius). Line a large baking sheet with parchment paper to prevent sticking.
- Remove the chilled dough from the refrigerator. Roll the dough into uniform balls, approximately 1 1/2 to 2 inches in size. Gently roll each dough ball in a small bowl of extra granulated sugar, ensuring it’s evenly coated. Place the sugared dough balls on the parchment-lined baking sheet, spacing them about 3 inches apart, as these cookies will spread significantly during baking. Bake for 8-10 minutes, or until the edges are set and lightly golden, and the tops display characteristic crackles. Allow the cookies to cool on the baking sheet for 1 minute before carefully transferring them to a wire rack to cool completely.
Addictive Plantation Crunch
This incredibly easy and utterly addictive candy confection is a must-have for any holiday spread. With a delightful crunch and rich peanut butter and white chocolate flavors, it’s a simple treat that disappears quickly!
4 cups Rice Krispies
1 cup dry roasted peanuts, finely chopped
16 oz. white chocolate chips or 16 oz. white almond bark, chopped
1/4 cup crunchy peanut butter
Sprinkles or nonpareils (optional)
- In a large mixing bowl, gently stir together the Rice Krispies cereal and the finely chopped dry roasted peanuts until well combined.
- Place the white chocolate chips (or chopped white almond bark) in a medium microwave-safe bowl.
- Microwave the white chocolate in 20-second intervals, stirring thoroughly after each interval, until the chocolate is completely melted and smooth. Be careful not to overheat it.
- Stir the crunchy peanut butter into the melted white chocolate until the mixture is homogeneous and well combined.
- Pour the warm white chocolate and peanut butter mixture over the Rice Krispies and peanut mixture. Stir carefully and thoroughly until all the Rice Krispies and peanuts are evenly coated.
- For individual servings, scoop the mixture into small paper or foil candy cups and immediately top with sprinkles or nonpareils, if desired, before it sets. Alternatively, spread the entire mixture evenly onto a baking sheet lined with wax paper or parchment paper. Let it cool and dry completely until firm, then break it into irregular chunks.
- Store the Plantation Crunch in an airtight container at room temperature or in the refrigerator for optimal freshness and crispness.
Elegant Pecan Linzer Cookies (Yields approx. 20-24 cookies)
These classic Linzer cookies feature delicate pecan shortbread, filled with bright raspberry preserves and dusted with confectioners’ sugar. They are as beautiful to look at as they are delicious to eat, perfect for a festive occasion.
3 cups all-purpose flour
1/4 tsp. salt
1 1/2 cups unsalted butter, softened
1 cup granulated sugar
1 tsp. vanilla extract
1 cup pecan halves
1/2 cup raspberry jam
Confectioners’ sugar for sprinkling
- Preheat your oven to 350 degrees Fahrenheit (175 degrees Celsius). Spread the pecan halves evenly on a baking sheet and toast them in the preheated oven for about 6 minutes, or until they become fragrant and lightly golden. Allow them to cool completely, then finely chop them. Set aside.
- In a small bowl, whisk together the all-purpose flour and salt.
- In a large mixing bowl, using an electric mixer, cream together the softened unsalted butter and granulated sugar until light and fluffy. Add the vanilla extract and beat until smooth. Gradually stir in half of the dry flour mixture until just combined. Then, add the remaining dry ingredients along with the toasted and finely chopped pecans. Mix until the dough is just combined; be careful not to overmix. Divide the dough into two equal balls, wrap each tightly in plastic wrap, and refrigerate for at least 1 hour to firm up.
- Preheat oven to 350 degrees Fahrenheit (175 degrees Celsius). Line a baking sheet with parchment paper. Take one ball of chilled dough from the refrigerator. On a lightly floured surface, roll the dough out to an even 1/4 inch thickness. Using a 2 or 3-inch heart-shaped cookie cutter (or any festive shape), cut out an equal number of ‘bottom’ cookies (solid shapes) and ‘top’ cookies (shapes with a smaller cutout in the center for the jam window). Arrange the cut-out cookies on the parchment-lined baking sheet, spacing them about 2 inches apart. Bake for approximately 15 minutes, or until the edges are lightly browned. Keep a close eye on them to prevent over-browning. Let the cookies cool on the baking sheet for a few minutes before transferring them to a wire rack to cool completely. Repeat this process with the second ball of dough. Once completely cool, spread about 1 teaspoon of raspberry jam onto the flat side of each solid ‘bottom’ cookie. Gently place a ‘top’ cookie (with the cutout) over the jam, creating a sandwich. Lightly dust the finished cookies with confectioners’ sugar for a beautiful presentation.
Nostalgic Anise Seed Sugar Cookies (Yields approx. 32 cookies)
These unique sugar cookies carry a subtle, aromatic hint of anise, bringing a distinctive flavor and nostalgic charm to your holiday cookie collection. They’re perfect for those who appreciate a less common but equally delightful spice profile.
2 3/4 cups all-purpose flour
1 Tbsp. anise seeds, slightly crushed
2 tsp. baking powder
1 cup unsalted butter, softened
1 cup granulated sugar
1 tsp. vanilla extract
1 large egg, room temperature
Green sanding sugar, edible gold stars, confectioners’ sugar, for sprinkling (optional)
- Preheat oven to 350 degrees Fahrenheit (175 degrees Celsius). Line a large baking sheet with parchment paper; set aside.
- In a large bowl, whisk together the all-purpose flour, slightly crushed anise seeds, and baking powder. For accurate measurement, spoon the flour into your measuring cup and level it off with a knife, avoiding compacting it.
- In the bowl of a stand mixer fitted with the paddle attachment, cream the softened unsalted butter and granulated sugar together until light and fluffy. Add the vanilla extract and the room temperature large egg, continuing to beat until everything is well blended and smooth.
- Gradually add the flour mixture to the butter mixture, one cup at a time, mixing on low speed until each addition is just incorporated and a soft dough forms. Be careful not to overmix.
- Turn the dough out onto a lightly floured surface. Divide the dough into three smaller, manageable portions. Roll one portion of dough out to an even 1/4 inch thickness. Using a 3-inch round cookie cutter, cut out cookies and place them approximately 1 inch apart on the prepared baking tray. For a festive touch, use a smaller 1 1/2-inch round cutter to create centers from some of the cookies, if desired, for an open-frame design. Sprinkle the cookies with green sanding sugar or edible gold stars before baking, if using.
- Transfer the prepared baking sheet to the oven and bake for 10-12 minutes, or until the edges are lightly browned and the cookies are set. Remove from the oven and let cool on the baking tray for 5 minutes before carefully transferring them to a wire rack to cool completely. Once cooled, you can dust them with confectioners’ sugar for an extra touch of elegance, if desired.
Delicate Almond Meltaways (Yields approx. 22 cookies)
These Almond Meltaways are truly irresistible – buttery, crispy, and incredibly light, with a rich almond flavor that melts in your mouth. Garnished with a whole almond, they are a simple yet elegant addition to any holiday cookie collection.
1 1/3 cup all-purpose flour
1/2 cup Diamond of CA whole almonds, finely ground
2/3 cup confectioners’ sugar
1/2 cup cornstarch
1/8 tsp. salt
1/2 cup (one stick) unsalted butter, room temperature
1/2 cup shortening, room temperature
2 tsp. almond extract
Diamond of CA whole almonds, for garnish
Granulated sugar, for dipping
- Preheat your oven to 325 degrees Fahrenheit (160 degrees Celsius). Line a large baking sheet with parchment paper to prevent sticking. Set this aside.
- In a large bowl, whisk together the all-purpose flour, finely ground almonds, confectioners’ sugar, cornstarch, and salt until all the dry ingredients are thoroughly combined. Set this mixture aside.
- In the bowl of a stand mixer fitted with a paddle attachment, combine the softened unsalted butter and shortening. Beat on medium speed for about 2 minutes, or until the mixture is light and fluffy. Add the almond extract and mix until just incorporated. Turn the mixer to low speed and gradually add the dry flour mixture, beating until a well-combined ball of dough forms.
- Shape the dough into small, uniform balls, using approximately one tablespoon of dough for each cookie. Place these dough balls on the prepared baking tray, ensuring they are spaced about 2 inches apart. Take the bottom of a drinking glass, dip it into a shallow bowl of granulated sugar, and use it to gently flatten each cookie ball. Before baking, press a whole almond into the center of each flattened cookie for a beautiful garnish.
- Bake for 12-14 minutes, or until the edges are just lightly browned and the cookies feel firm when gently touched. Avoid over-baking to maintain their delicate “meltaway” texture. Let the cookies stand on the baking sheet for 5 minutes to set before carefully transferring them to a wire rack to cool completely. Store in an airtight container for lasting freshness.
