Seasonal & Holiday Shirts, Polos & Tumblers

Celebrate the Season

Every workplace has that bright-spirited employee who wants to make sure everyone feels like they belong and loves nothing more than seeing their team come together and light up for a shared, happy moment. If you’re that person, you will love our rotation collection of seasonal holiday shirts for every occasion from January through December, year after year.

Order personalized Christmas shirts for your team, holiday work shirts for your staff, or fun matching sets for group outings. This collection has something for every occasion and every crowd, including laser-etched tumblers that are great personalized patriotic gifts.

Quality Holiday Shirts Printed In the USA

WorkPlacePro® has been helping teams, schools, and organizations celebrate together for over 45 years from our home in Somerset, Kentucky. We’re family-owned, and we put care into every order.

We’re constantly introducing new seasonal collections throughout the year, with fresh artwork created by our in-house design team and printed locally using high-quality decorating techniques. Also, because our designs rotate throughout the year, there's always something new to discover.

SharedOrder™ Makes Ordering and Fundraising Easy

Holiday shirts and seasonal apparel are a natural fit for fundraising, and our Shared Order™ takes all the work out of it. As the organizer, you set how much you’d like to earn per item, share the order link with your group, and let everyone place their own personalized order.

It’s a great way to raise money for your school or community cause while giving everyone something fun to wear. Your fundraising check will arrive in about two to three weeks after the ordering deadline.

Frequently Asked Questions

What holidays are featured in this collection?

Our collection changes throughout the year, including everything from personalized Christmas shirts to patriotic holidays, Valentine’s Day, Halloween, and even St. Patrick’s Day. We love to create items for seasonal celebrations and appreciation weeks here at WorkPlacePro®.

We add new designs regularly a couple of months before the holiday, so it’s worth checking back throughout the year for whatever celebration you’re planning.

How far ahead should I order holiday shirts?

Like all the best holiday shopping, getting started early is the way to go! And, if you’re someone who loves making personalized Christmas shirts for the whole family or team, or you’re the person in the office who lives for a goofy, fun-filled “spooky season,” you’re in luck!

Plan your order a couple of months in advance. This is especially important because our ordering window is about five to six weeks, and you’ll want to budget extra time to find the right design. This is especially important so everyone has time to fully enjoy their new digs! After that five-to six-week cutoff, we get all your orders ready for special delivery, which follows about two weeks after the deadline.

We carefully personalize each order rather than rushing products out the door. That care may take a little longer than off-the-shelf options, but the result is holiday work shirts your team will be proud to wear.

Do holiday and seasonal designs stay available year-round?

No, and that’s part of what makes them special. We rotate our collections regularly to keep things fresh, so seasonal shirts are available for a limited time. Be sure to order any designs you love before the window closes.

You can also sign up for the WorkPlacePro mailer list. It’s the best way to know when new seasonal designs go live.

Can I order holiday shirts for a large group?

Absolutely. WorkPlacePro®'s pricing is designed with groups and organizations in mind, and customers get free personalization on all orders of six or more garments.

Signing up for our mailer is also a smart move for larger orders, as we regularly send our subscribers exclusive discount codes that can make a real difference on your order’s total.

What else can I order beyond holiday shirts?

Yes, our catalog includes more than just personalized Christmas shirts and other seasonal apparel. We also offer gift items like tote bags and laser-etched tumblers that make great additions to your group order.

Our tumblers are well-insulated and laser-etched for a clean, lasting finish, making them a thoughtful complement to orders like personalized t-shirts for vacation.