2025-2026 Winter Calendars

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Winter weather may well be in full swing by now where you live, and after wrapping up the fall season with a Thanksgiving feast with family and friends, we are now setting our sights on the season ahead: winter! And what a beautiful season it is! Glistening snow, cold nights, cuddled up with a cozy blanket in front of a warm fire, and New Year’s resolutions to help us become our best selves in 2026. It is truly the most wonderful time of the year … and perhaps the busiest time of the year as well!

With Christmas coming in fast and New Year’s right behind it, followed shortly by Valentine’s Day, we know how important it is to make a plan for all things holiday-related. The get-togethers, work parties, gifts, school events, holiday traditions, family dinners … there is a lot! These Free Printable Winter 2025-2026 Calendars are going to be your best resource in helping you stay on top of everything scheduling-related. They cover the three-month span between December 2025 and February 2026 and are available in seven unique designs, all of which have both Monday and Sunday start options. They are perfect for writing in all the big calendar events to make sure you don’t miss a thing! You can also use our Free Printable December 2025, January 2026, and February 2026 Calendars for even more space to write in details, or check out our Free Christmas Printables and Free Organization Printables to help you out even more with staying sane during the hectic winter months.

To get started on all your planning, simply scroll through the post below, click on the image of the Winter 2025-2026 Calendar that you love the most, download the PDF file to your computer, and print! If only we could get through the next three months as easily!

And if you’re looking ahead to Valentine’s Day in February, you’ll probably want to take a look at all of our Free Valentine’s Day Printables and Free Printable Valentine’s Day Coloring Pages!