Teachers everywhere are scouring thrift stores and calling their grandmas hunting for any festive holiday sweater they can wear for the entire month of December. We’ve rounded up the most festive holiday sweaters for teachers that you can click add to cart and ship before your next spirit day!
Just so you know, we may get a small share of the sales made through affiliate links on this page.
1. Tree Tops Glisten and Children Listen…to Nothing

Wear this to make your colleagues laugh and prepare to defend yourself against the children referenced.
2. I Survived 67 Days of School

If you can’t beat ’em, join ’em.
3. Rockin’ Around the Classroom Cutesy Sweatshirt

I love this one for the classroom images and the classic Christmas tree cake that we’ll definitely see make several appearances this season.
4. The Math Ain’t Mathin’

Defeat photo math and spread holiday cheer all in one sweater!
5. All is Calm… (or is it?)

Kindergarten teachers, IYKNY.
6. All “Booked” for Christmas

English teachers, this one is for you! Doesn’t this sound like a dream? Tackling your TBR stack is closer than you think.
7. But Did You Document It?

Your students may not find this one funny, but your good-humored (or jaded) colleagues will.
8. Santa’s Favorite Science Teacher

Just in case your students need to remember what’s up.
9. Merry Teacher, Bright Students

Manifest it.
10. Classic Teacher Christmas Sweatshirt

This cutesy little sweatshirt works for teachers of all subject areas. It’s fun, festive, and flexible!
11. Jolliest Bunch of Teachers (Christmas Vacation)

Christmas Vacation fans and middle school teams, this one is for you!
12. Not Twice, 6-7 Times

It may be 2025, but it’s actually the year of 6-7.This one is cute and clever, and even if they hide it, your students will smile about this one.
13. Smartest Cookies (Personalized!)

This one can be personalized. Remind those students of yours why they deserve to be on the nice list!
14. “The Good Egg” Sweater

I love reading “The Good Egg” books to my own children. I know they are a teacher fave as well!
15. I’ll Just Wait… *melts*

Are you even a teacher if you’ve never said this?
16. Supporter of Snow Days

If you turn your pajamas inside out and flush ice cubes down the toilet, maybe you’ll get to wear this sweatshirt on a snow day.
17. The Nice List

If your students try to challenge you on this, remind them which list that will put them on.
18. The 12 Days of Science

I cannot read this sweatshirt without singing it. This is a win for you Chemistry teachers.
19. For the Principal Who Sleighs

You’ll sleigh the “favorite teacher competition” if you gift this to your principal.
20. I’m Fine. This is Fine. Everything’s Fine.

This one is perfect for your next class party.
21. The 12 Days of Teaching

Where is the lie? Bonus, you can sing this one.
22. Geometry Lovers “Hippopotenuse” Sweater

I wonder if Geometry teachers actually just sing the original song this way.
23. My Students Stole My Heart

Remember when our teachers used to roll in the TV cart and we’d watch fuzzy versions of The Grinch before Christmas break? You’re the teacher now–channel those good Grinchy memories with this adorable sweatshirt.
24. The Best Way to Spread Christmas Cheer is Teaching Music

Music teachers gift us their talents all year round but especially at Christmastime.
25. “Elf” Sweater

We all could use the energy of Buddy the Elf this month. Treat every workroom cup of coffee as the World’s Best Cup of Coffee.
26. Vintage VHS Holiday Sweatshirt

For every teacher who grew up in the 90s, this sweatshirt is for you. Wrap yourself in nostalgia this year.
27. North Pole Book Club

What is winter for if not thick socks, cozy blankets, and hiding behind a book you finally have time to read?
28. Fa La-La-La-La Mathy Sweatshirt

Now this is a math equation I can solve.
Get cozy on your way to winter break with one of these fun and festive teacher sweaters!
