Quick answer: A holiday sweatshirt is an easy way for teachers and school staff to join sweater days and staff parties without wearing something itchy or stiff all day. Schools have marked the occasion in different ways: one high school staff held an annual Holiday Sweater Day, and a yearbook staff once organized an ugly sweater contest and photoshoot for teachers. Pick a style based on how loud you want the look to be, then check whether your school has any dress guidelines.
Why Staff Holiday Sweater Days Are Fun
A holiday sweater day gives a school building something small and shared to look forward to in a busy stretch of the year. Staff dress up, students notice, and the hallway feels a little lighter.
A 2015 story in Lancer Spirit Online, the student publication of Londonderry High School, described an annual Holiday Sweater Day for staff. Staff members brought out reindeer headbands and Santa hats to go with their sweaters, and winners were named for the "ugliest," "most creative," "most spirited" and "best" sweater.
A December 2022 story in the student news site Wingspan described a yearbook staff hosting an ugly sweater contest and photoshoot for teachers. The yearbook editor-in-chief said the event was meant to help promote school spirit and holiday spirit with the teachers.
These are individual school examples, not a national trend report, but they show how easily a sweater day can become a team moment.
Choose Your Look by Occasion
The right holiday sweatshirt depends less on the calendar than on where you will be wearing it. Think about the room, the temperature and how long you will be in it.

A classroom sweater day
You will be standing, writing on the board and walking the hallway for hours, so comfort comes first. A soft sweatshirt that is easy to layer works better than a heavy knit with attachments that snag on a desk or a lanyard.
A staff party or luncheon
Here you can lean into the fun: a bolder color, a playful graphic or a coordinated look with your department. It is also the moment where a personalized detail, like a name or a school-related phrase, feels most natural.
A staff or class photo
Photos reward simple, clear color choices. Solid festive colors such as red, green or cream read well on camera, and matching tones look intentional even when the designs differ.
If You Want a Personalized Option
If you are shopping for yourself or for a colleague, a personalized sweatshirt is a good fit for staff parties and photo days, because the personal detail makes it feel chosen rather than generic. This one is made for school staff holiday days.
Coordinating a Team Without Matching Exactly
A department or grade-level team does not need identical sweatshirts to look like a group. A few simple ideas keep everyone comfortable.

- Share a color palette. Agree on two or three colors and let everyone choose their own style within them.
- Keep one personal detail. A name, a favorite classroom phrase or a small accessory lets each person stand out.
- Invite the whole building. Aides, office staff, cafeteria teams, custodians and specialists are part of the staff too, so include them in the plan.
- Make it optional. Not everyone celebrates the holidays or enjoys dressing up, and a relaxed invitation keeps the day welcoming for everyone.
A Few Practical Notes Before You Pick
Check whether your school has dress guidelines for staff, and whether a sweater day is a building tradition or a one-department idea. Think about the temperature in your classroom, since a cozy sweatshirt can feel very different in a cold hallway than in a warm gym. And if you are buying for a colleague, choose something they could comfortably wear again at home after the holidays.
If you would like to browse more holiday styles after reading the ideas above, here is a place to start.
Explore more
Explore Holiday Sweater Styles
This collection includes teacher and educator Christmas sweatshirts alongside football-themed holiday and game-day sweater styles.
Shop Ugly Sweaters →Frequently Asked Questions
What should teachers wear on ugly sweater day?
Any festive sweater or sweatshirt that is comfortable for a full teaching day works. Choose something easy to layer, and add a headband or accessory if you want to make it more playful.
Is a sweatshirt okay instead of a sweater?
Usually, yes, because the point of a sweater day is holiday spirit rather than a specific fabric. If your school has its own dress guidelines, check them first.
Can staff coordinate without wearing identical sweatshirts?
Yes. Sharing a color palette and letting each person choose a style makes a team look cohesive while keeping everyone comfortable.
Is a personalized holiday sweatshirt a good gift for a colleague?
It can be, because a personal detail makes it feel chosen for that person. Pick a style they would wear again, then check the product page for the personalization details.
Sources
- Holiday sweater day: The day when 'ugly' is beautiful, Lancer Spirit Online, December 17, 2015.
- Teachers get a taste of the holiday spirit, Wingspan, December 13, 2022.
Use the ideas that fit your school, event, and the people taking part.



