Thanksgiving, Hanukkah, Christmas, Kwanzaa, New Year’s Eve/Day…they come around every year, are major holidays, and are packed into such a short period of time. One of the main things that will determine whether we can relax and enjoy this holiday season with our families and friends, or end up exhausted by the end of it, is…planning. Yes, this time of year is magical and full of traditions, but it’s largely due to the hard work provided by parents, educators, and the community, just to name a few of those who play an integral role.
If you’re looking to bring the magic and joy to your loved ones this holiday season but are also trying not to be hurried and overburdened with everything that it takes to do so, planning ahead of the busyness gives you time to determine when to get every task accomplished, and at a more leisurely and calm pace than experiencing the panic that postponement tends to bring.
The Free Printable Two & Three Month 2026-2027 Holiday Calendars seen below are perfect for planning out these most wonderful months of the year. Whether you are just trying to get through November + December, December + January, or hoping to plan all three months, we offer holiday calendars that will help you stay organized and on track! After scrolling through the options available below (we do have Monday Start calendars, too!), simply click on the image of the holiday calendars that make you feel the most merry, download the PDF file(s) to your computer, and print!
To make your holiday season even more organized and to help you stay on top of things, we highly recommend you check out some of our favorite organizational printables (they are also FREE to print and use, as is everything on our site…we know how expensive life is in general these days, let alone the holiday period!):
EVERYDAY ORGANIZATION PRINTABLES:
Free Printable Hourly Planners
Free Printable Weekly Planners
Free Printable Weekly To-Do Lists
Free Printable Two-Week Planners
Free Printable Monthly To-Do Lists
THANKSGIVING ORGANIZATION PRINTABLES:
Free Printable Thanksgiving Cooking Schedules
Free Printable Thanksgiving Shopping Lists & Checklists
CHRISTMAS ORGANIZATION PRINTABLES:
Free Printable Christmas Budget Templates
Free Printable Christmas Eve Checklists
Free Printable Christmas Card List Templates
Free Printable Christmas Gift List Templates
Free Printable Christmas To-Do Lists
November – December 2026 Calendars – Sunday Start
November – December 2026 Calendars – Monday Start
December 2026 – January 2027 Calendars – Sunday Start
December 2026 – January 2027 Calendars – Monday Start
November 2026 – January 2027 Calendars – Sunday Start
November 2026 – January 2027 Calendars – Monday Start
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