2020 Winston Advent Calendar Reveal!

Amber Hayden

Posted on September 25 2020

Hello there! Thank you so much for checking out this post. I am super excited about this year's advent calendar. I have had the design ideas written down for weeks, and seeing them fully fleshed out and made into stickers is so satisfying! I hope that you enjoy this year's designs :) 

PLEASE REMEMBER: Not everyone who purchases a calendar will be viewing this reveal. Please keep the designs secret so as not to spoil the surprise for others! You may message me privately if you want to discuss them, but PLEASE do not leave comments on my Instagram, make posts in the Facebook group, et cetera. 

*This post will not reveal the freebies coming with the calendar. 

Just to clarify: if you continue scrolling, you will see ALL of the surprise Winstons in the advent calendar. If you don't want to spoil the surprise, click away now!

Ready?! Here we go!!

Day 1: Snuggly Winston

Normally I save the best for last, but with this year's advent calendar I decided to start off with one of my very favorite designs! Winston looks adorable all cuddled up with his blankets and pillows. I look forward to using this one in my own planner!

Day 2: Pen Pal Winston

I love sending all types of cards and happy mail aside from sticker packages, but I actually have no letter mail stickers in my entire collection! I decided to remedy that with this sticker :) How cute is Winston with his little letter?! I wonder who Winston would be pen pals with...

Day 3: Winston Pin Points

It's always nice to have a mix of functional and cute stickers in your collection - especially when the mix happens on the same sheet! I included a few of these Winston pinpoints on a sampler a long time ago, and decided to finally offer a full sheet. I love how they came out!

Day 4: King Winston!

I thought of King Winston a while ago, but wasn't sure how useful it would be, so I never brought it to the shop. But he is soooo cute, I wanted you to have him as a special treat in your advent calendar! At least now you'll have something to mark the next royal wedding :D

Day 5: Taco Winston

If you've been around for a while, then you probably know that we used to have a different version of taco Winston in the shop over a year ago. After many requests, I am happy to offer a re-vamped version to you! Taco Tuesday need never go unmarked in your planner again :)

Day 6: Candle Winston

Ashley and I have been really getting into candles, just for the pretty pops of seasonal color they add to a room. I know many of you enjoy candles, and apparently Winston is a big fan of them as well! ;)

Day 7: Ugh! Winston

In general I try to keep NPC very positive, but once in a while you just have to keep things real! Ugh Winston is here to help you add some cuteness to even the most annoying of days!

Day 8: Coffee Bath Winston (x2)


Day 8 is a double whammy! I recently had the idea of drawing Winston in a hot tub, but never brought it to the shop because I wasn't sure how popular they'd be. But I still thought the idea was cute, so I kept it in the back of my mind. One day I had the idea of switching out the hot tub for a cup of coffee and boom, here we are! 

Day 9: Watering Can Winston

I know it's fall time, but spring will be back before you know it! Use these to help you remember to water your plants, inspire some spring decorating, or just as cute decor in your planners!

Day 10: Bubble Bath Winston

Is there anything better than settling down into a nice hot bath after a long day? Yes, yes there is: settling down into a nice hot BUBBLE bath after a long day! It's one of my favorite things to do, and from the looks of it, I'd say Winston enjoys a good bubble bath as well!

Day 11: Baby Winston

Okay y'all, I know I said I started with one of my favorite Winstons, but just LOOK at this little guy! Is this the cutest Winston ever designed?! It just may be...anyway, all I know is that these stickers are definitely NOT helping my baby fever!!!!!!!!!!!!

Day 12: Biking Winston

And last but certainly not least, we have biking Winston! On my last vacation, our rental home had bikes and it reminded me how much FUN bike riding is (especially when you haven't gone in years and make a fool of yourself for the first 15 minutes while you re-learn)! I don't own my own bike yet, but now I'm ready for it with these stickers!


Thank you so much again for checking out this post. Even if you don't purchase an advent calendar, I hope you had fun seeing all the designs! Feel free to send me a message and let me know which is your favorite :)

If you enjoyed these sticker sheets and want to buy your own Winston advent calendar for 2020, they will be available from October 5th through October 12th.

Please feel free to contact me if you have any questions or comments!

♥ Amber

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