2026-2027 Winter Calendars

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“It’s the most wonderful time of the year,” as the song goes, and that statement is certainly true! We definitely love this time of the year and all of its magic and wonder. But it is also true that it is (or can be) the busiest, most stressful, and demanding time of the year, too! There is a lot that goes on at the end of the year, and it even carries into the New Year as we then work hard to achieve our goals, new habits, and start the New Year off right. This is the case whether you are working (hello Q4!), in school (with exams and project deadlines galore), and even from a family and social perspective, with all the parties, commitments, and to-dos that come in addition to just keeping our normal, everyday lives running smoothly. Without a place to organize ourselves, these winter months can be downright overwhelming.

Enter these Free Printable 2026-2027 Winter Calendars that are perfect for making sure you don’t miss a thing! You can track whatever you need: holiday events, schedules, project due dates, all the to-dos, and to plan what you’re going to achieve with your New Year’s resolutions. To get these free printables here – or anywhere on our site – couldn’t be easier … just follow these three simple steps:

After scrolling through the Free Printable 2026-2027 Winter Calendar options below, click on the one(s) that you love the most,
Download the PDF file(s) to your computer, and
Print!

Then turn on some Christmas music, grab a mug of hot cocoa, and get to work making a plan for how you’re going to do it all this winter season.

Want more free printables to help you this winter? Check out our Free Christmas Printables, including (but certainly not limited to) our Free Printable Christmas Budget Templates, Free Printable Christmas To Do Lists, and Free Printable Christmas Gift List Templates. You’ll also want to check out our Free Organizational Printables to keep yourself organized all year long!

And if you’ve got kids who are looking forward to Christmas as much as we are, be sure to print out a whole bunch of our Free Printable Christmas Coloring Pages for them to color! They will love you for it! There are even tons of great parent-related Christmas printables to make your life easier, including: Christmas Eve Checklists, Christmas Lists, Santa Envelope Templates, Santa Letterhead Templates, Dear Santa Letters, and SO much more. Or maybe you just want some fun seasonal paper with our Christmas Borders.

Finally, while our matching seasonal calendars for 2027 spring, summer, fall, and winter aren’t quite available just yet, as you look ahead to next year, don’t forget to check out ALL of our other Free Printable Calendars!