25 Holiday Cookies

Two years ago when I embarked on the whole Tasman’s Treats fiasco I opened with 25 days of holiday cookies. For one, I thought it would force me to be accountable to post and get new content out there. And, I also thought I would be able to make some extra cash from orders of posting! 

I learned A LOT over the course of November and December, let me just tell you. I learned how hard it is to take orders and crank them out on time when you are also working full-time. I learned that baking is a difficult business because it is very time sensitive, I couldn’t make cookies on a free Tuesday night for an order on Saturday. I mean I probably could have but I also wanted the best product going out and have it be a true representation of my ability.

I learned more so that my husband is a literal angel sent from the heavens. Anytime I needed anything he was out the door on his way to the store, or actually helping me switch batches out of the oven and even icing when I was in desperate panic mode. 

I got a lot of positive feedback from my undertaking, from friends gushing about how delicious the cookies were to people asking “How is that even possible? You rock!” This next holiday season I will be taking a step back and maybe being a little less ambitious… I am thinking I will do 12 days of holiday treats so I am not married to cookies and can branch out to cakes or more traditional holiday puddings, truffles, etc. 

Here are the 25 recipes I used and all of my original pictures of the cookies I made! I hope these inspire you to take some time and bake a batch for yourself or your loved ones this holiday season. All of the links are attached to the names of the cookies!

Day 1: Thorsness Family Sour Cream Cookies

Day 2: Gingersnaps – Taste of Home

These were actually one of my top sellers last year! And for good reason, they look perfect and have just the right amount of crunch and chewy texture. You can opt out of the white chocolate drizzle if you don’t have it or are not into it, I did them both ways and loved them equally.

Day 3: Mint Chocolate Chip Cookies – Delish

These guys were interesting… They tasted like mint chocolate chip ice cream. I wouldn’t make these on the regular but if you are a mint fan, you will like these!

Day 4: Chocolate Crinkle – Gimme Some Oven

These were my Mom’s 2nd favorite. Almost like a round ball of brownie? Yum! Very rich and moist, powdered sugar EVERYWHERE!

Day 5: Pecan Pie Thumbprints – The Baker Mama

These little puppies were my favorite, along with many friends who ordered them. The cookie was a basic shortbread dough and the filling was legit pecan pie filling. Nice tender cookie with a crunchy, gooey, nutty center! They were like little bite size pecan pies, two thumbs up!

Day 6: Chocolate Peppermint – Preppy Kitchen

These cookies were pretty good! I liked the flavor of the cookie but the candy cane bits were a bit jarring when you are biting into a cookie. Good flavor, weird texture combo.

Day 7: Cake Batter Chocolate Chip Sprinkle Cookies – Sally’s Baking Addiction

WOW! (insert heart eyes emoji here) I loved the playful look of these and they tasted really good as well, which is a win-win in my book. The next time I try these I will probably use more cake batter because I love that flavor, these kind of tasted like regular chocolate-chip cookies with a minor hint of cake batter… AMP IT UP!

Day 8: Pinwheel Cookies – Baked By Rachel

I got LOTS of comments on the pinwheel cookies, but unfortunately the look far exceeded the taste. I would not have sold this particular batch to anyone, I would have had to re-do the sugar cookie recipe completely but kept the basic mechanics of the two toned and rolling/slicing. Fun look, needs work!

Day 9: Red Velvet Cookies – Sally’s Baking Addiction

I am not a fan of red velvet, because it just doesn’t make any sense to me. It is a watered down chocolate with SO much food coloring, I don’t understand. But alas, I knew this would be a cookie that people wanted so I went for it. Everyone who tried them loved them, got one order for them. Not completely sold on it…

Day 10: Pecan Shortbread – Preppy Kitchen

SO there are many different types of cookies out there and everyone has their idea of what is perfect. For example, crunchy or soft, cake-y or chewy, lots of chocolate chips or plain, nuts or no nuts, plain with a cup of coffee or cookie with a side of cookie. So these are one of my favorite types of cookies, I love shortbread and the nuttiness of these were divine, I dunked it in my morning coffee and was on cloud 9. On the other hand I had a few people try them (just by themselves) and their feedback was that they were dry and hard haha. So these are meant to be enjoyed with a warm beverage, so as to not coat your throat with dry crumbs and induce a coughing fit. 

Day 11: Chocolate “Oreo” Sandwiches

Made some home-made Oreos! An American classic that never disappoints. These were A LOT of work and tasted just good. For me with recipes I usually weigh the taste versus the complexity and time spent, these were not worth the trouble. Just go buy Oreos!

Day 12: Almond Sugar Cookies – Sally’s Baking Addiction

Oh snap, these were SO good! I didn’t have too high of expectations for these just because they were so basic but these were probably in my top 5! The crunchy sugar coating coupled with the creamy soft interior was to die for. I ate a few right out of the oven and these even kept well the next day which is awesome for cookies. 10/10 would recommend. You can also switch the colors up and do just white sugar crystals, blue, yellow… any color will work anytime of the year!

Day 13: Browned Butter Bourbon Cookies

Confused? But also worked? These were requested by a co-worker and they turned out pretty good. I have never made a cookie with booze before so that was something new. Kind of forgettable after the sparkler cookies but they were good.

Day 14: Raspberry Thumbprint Cookies – Base by The Baker Mama

These thumbprint cookies are just the best things to grace the earth. The buttery shortbread with the tart raspberry jam filling is the perfect combination. Anytime I make these they fly off the counter! I have tried to sell these before and they do not stack well, the jam just gets all over everything.

Day 15: Oatmeal Raisin with Browned Butter Drizzle – Paula Dean

Yum! I decided to go with these because they seemed like a festive take on oatmeal cookies with the addition of allspice, cloves, nutmeg and ginger. They were warm and made me think of the holidays! I committed the raisins because… just because… but feel free to add them if you like them!

Day 16: “Snowballs” or Italian/Mexican Wedding Cookies

These little balls of nutty deliciousness were a hit for me! I loved the melt-in-your-mouth texture and the sweetness of the powdered sugar. They are absolutely delicious but are kind of hard to handle, like you can’t touch them with your fingers or they will look like you touched them which isn’t very appetizing. Get your spatula out!

Day 17: Gingerbread Cookies – Food.com

How festive are these?!!? I really love the contrast of the cookie and the icing, you can nuts with decorating on these. These are straight-up gingerbread, a little cakey and very spicy. Really fun to decorate and the possibilities are endless. Would be a fun activity for kids or a party!

Day 18: Lemon Drop Cookies – Live Well Bake Often

Very similar to the snowballs a few days earlier… They were hard to handle but tased SO good. The melt-in-your-mouth texture was perfect with a cup of tea! The lemon flavor of the cookie was subtle but the icing drizzle was nice and tart!

Day 19: Cookies & Cream CookiesTasty

Abort this mission… Kyle had a cookie contest at work and he love cookies and cream so we decided to try this one out. I can’t tell if it was just too late and we royally f**ked up or if this recipe just sucked, but they were a fail for us.

Day 20: White Chocolate Chip Chai Cookies – Sally’s Baking Addiction

Another favorite! I had a few orders of these. The white chocolate chips added a but more sweetness to your standard snickerdoodle and the spice mixture on the outside included chai spices, which worked well for winter because they are warm. Lots of people loved these! 

Day 21: Chocolate Chip Shortbread Cookies – NYT Cooking

This was a special order from a dear friend. She had been saving this recipe to try because supposedly this recipe was one of their most tried and loved. I am always skeptical because I can’t stand when there is so much hype and then it just doesn’t live up to it… But these lived up to it. You already know I love shortbread and the addition of chocolate chunks and a crunch, sugary crust was divine! Make them!

Day 22: Cinnamon Roll Cookies – I can’t remember the recipe sorry!

Meh. Just meh. And once again, a lot of work for not the best cookie is a no go from me. They looked cute but were just dry and not very good.

Day 23: Cookie Butter (Speculoos) Chocolate Chip Cookies – Sally’s Baking Blog

Yum! These cookies were pretty good! I started to run out of ideas at this point so I started digging deep. The speculoos flavor was really subtle so could be a good thing if you are not super into it or a fail if you really want them to taste like speculoos.

Day 24: Orange Biscotti with Dark Chocolate Drip – Bryony Cooks

My first time making biscotti! My parents LOVE biscotti, ever since I can remember they have always loved dunking them into their coffee and crunching away. As a kid I was just like why is this SO HARD? But after making them myself and enjoying with a cup of coffee I have a new appreciation!

Day 25: Peanut Butter Cookies – AllRecipies

At this point I think it was basically New Years and I was SO done with cookies so I settled for a classic peanut butter which is in no way holiday-themed but it helped me finish haha

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