2023 Holiday Cookie Box with Tips and Tricks

By Rachel
December 13, 2023

This years cookie box is full of melt-in-your-mouth sugar cookies, chewy peanut butter blossoms, cranberry orange shortbread, chocolate toffee cookies, and more! Possibly my favorite post of the year – my 2023 Holiday Cookie Box with Tips and Tricks! Find tips for making your holiday baking less stressful, tricks for packaging baked goods, how to find the perfect containers and decor, and more! All the recipes from this years cookie box are on the blog along with many other ideas!

2023 Holiday Cookie Box

I kept a neutral theme this year with lots of warm browns and greens. Your 2023 cookie box will be the highlight of any holiday gathering!

Highlights of the 2023 Holiday Cookie Box:

  • Good mix cookies
  • Different textures and shapes
  • Used trending velvet ribbon and neutral colors for a warm box
  • Hearty cookies stack well to fill in gaps
  • Shredded paper makes your container look more full
  • Decorated sugar cookies add a fun design
  • Can easily be packaged

For more tips & tricks for your holiday cookie box, check out last years post on Creating a Holiday Cookie Box!

Start with an empty box and start arranging cookies, starting with the largest cookies until spaces start to fill up. Use small cookies and extras like shredded paper to fill in any empty spaces – continue until you have a full, abundant box!

2023 Holiday Cookie Box

Keys tips for a hassle free 2023 holiday cookie box:

  • Plan ahead!
  • Pick hearty cookies that can stack
  • Careful choosing chocolate covered items that may melt or stick to each other
  • Choose a variety of shapes and sizes, this helps fill in any empty spaces
  • Try to pick between 5-8 options for a nice variety without creating too much work
  • If choosing iced or frosted cookies, make sure the frosting sets up completely
  • Add in extras like chocolates, peppermints, caramels, fudge, or marshmallows
  • Find a good sturdy box, especially if shipping cookies
  • Shredded paper adds a fun touch and gets cookies safe
  • Stock up ahead of time on staples like flour, sugar, and butter
  • Have a good collection of cookie sheets and cooling racks
2023 Holiday Cookie Box

Find my 2022 cookie box here!

Find my 2021 cookie box here!

2023 Holiday Cookie Box

Recipes I used to build my cookie box:

Easy Peanut Butter Blossom Cookies

Why I love them: Rich, nutty flavor and a chewy texture. A chocolate kiss adds extra richness and contrast. You could roll in colored sugar for a more festive look!

2023 Holiday Cookie Box

Cranberry Orange Shortbread Cookies

Why I love them: A nice contrast between all the rich chocolate flavors, orange and cranberry add a vibrant color and flavor. While dried cranberry add a great chewy texture.

2023 Holiday Cookie Box

Peanut & Pretzel Chocolate Chip Cookies

Why I love them: Salty, crunchy, and easy to package. These add a sweet salty combo perfect for breaking out of traditional holiday cookies.

2023 Holiday Cookie Box

The Best No-Chill Roll Out Sugar Cookies

Why I love them: These no-chill cookies add a melt-in-your-mouth texture and fun shapes and colors to your holiday box. Plus they are so fun to decorate.

2023 Holiday Cookie Box

Salted Toffee Chocolate Chip Cookies

Why I love them: Sweet, salty, and crunchy. These stack great and provide a different look and texture next to other cookies.

2023 Holiday Cookie Box

Chewy Ginger Cookies

Why I love them: Thin and chewy, these are perfectly spiced and add a great golden brown color to any box!

2023 Holiday Cookie Box

Or try these other fun recipes for your holiday box!

Fudgy One-Bowl Peppermint Brownie Cookies

Homemade Peppermint Marshmallows

Molasses Ginger Cookies

Soft and Chewy Oatmeal Craisin Cookies Recipe

One Bowl Easy Thin and Chewy Chocolate Chip Cookies

Easy Chocolate Covered Pretzel Rods

Easy Salted Dark Chocolate Pretzel Bark

2023 Holiday Cookie Box

1. Start with a sturdy container

Finding the correct box for your holiday goodies is the very first step. The type of box or boxes you are looking for depends on how you plan to share your holiday boxes! If you are making a cookie box to set up while you have guests over than a large wooden crate or tin would be perfect. I was lucky enough to have one custom made for me, you can order custom made boxes of off Etsy but they can be pricey. If you happen to know anyone that does wood work, this is a great project for scrap wood. Check estate sales, vintage shops, and thrift stores for fun, unique tins or crates.

If you plan to ship your boxes you will want sturdy boxes that have lids. I would recommend packaging cookies boxes inside another box with plenty of fill to keep the cookies safe. You can find brown kraft paper bakery boxes on amazon or other online shops. Your local FedEx or USPS will have boxes on hand. The dollar tree has a good selection of small boxes with lids which are perfect for mini boxes.

2. Plan cookies

Aside from finding a container, this is thee most important part. See my tips above on how to pick treats for a successful cookie box. Think hearty cookies that wont break, treats that won’t melt or stick together, different sized items to fill up space evenly.

When making a box containing an assortment of things, try to plan simple items. This makes the process much less stressful! Plan doughs you can make ahead, it help’s to get into a rhythm of making the cookie dough, baking, and making the next dough while the other cookies bake. If you have a dough that requires chill time, make that first and continue with other cookies while that dough chills.

It can help to plan cookies that have the same baking temperature so you don’t have to swatch back and fourth. If you have cookies with different baking temps, try to batch them. I often like to spend one day making all the dough, scooping it or cutting out shapes, storing them on cookie sheets overnight in the fridge and baking everything the next day. It helps me to separate the tasks, it also seems to help me when I lay out several cookie sheets and cooling racks so that everything is ready for me.

You can also utilize some store-bought additions like chocolates, wrapped caramels, or candy canes!

2023 Holiday Cookie Box

3. Find fun ribbon, packaging, and extras

Other than the cookies, the extras are the best part! I like to watch throughout the year for fun ribbons, like Christmas colored ribbons, vintage velvet ribbons, fun twine, or wooden spools. Vintage ornaments or mini ornaments add fun pops of color.

Colored shredded paper works as a great filler and adds extra texture. You can also add texture with muffin liners or tissue paper. Bells add a fun touch and shine. Store-bought extras like chocolates or wrapped caramels, mints, or meringues can help fill in any empty spaces.

4. Timing: When to make your treats

Choosing when to bake your goodies can be tricky, you want to bake and ship as closely together as possible. Decide when your cookies need to arrive or when they will be consumed and back track from there. If shipping, allow 2-3 days for shipping (depending on the shipping method, you will most likely want overnight or 2 Day). Take into account shipping delays, FedEx is usually the best options, I would avoid the post office.

Once you know when you need to have your cookies ready to ship plan to bake your cookies 1-2 days before. In order to make this a little easier, make some of the cookies ahead of time, scoop, and freeze. That way you just have to thaw and bake. It eliminates some of the stress from making and baking all of the cookies in one day.

You’ll want to have your packaging picked out ahead of time as well as any extras. Also allow ample time to for your treats to cool before packaging. I try to let my cookies cool overnight before packaging them together.

2023 Holiday Cookie Box

Last but not least, enjoy your holiday family and friends! If you make a cookie box of your own, I would love to see it! Take a picture and share in the comments below or share to Instagram and tag @theheartylife

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