Illustration of a calendar with holiday-themed sticky-notes. Text: Holiday planning calendar.

As retailers begin to deck the halls and embrace sweater weather, it’s time to start thinking about the holiday season! There is so much to enjoy from seasonal lattes to local festivals, but to reduce the stress that so often accompanies the merriment of the season, planning is key.

From presents to parties, making a schedule for the months ahead will help you get everything done in time — and on budget — ensuring you don’t lose your holiday cheer in the process. It always pays to make purchases in advance, but due to ongoing supply chain issues, you’ll especially want to shop early this year, whether it’s for the hottest toys, seasonal decor or food for your feasts.

To stay organized and on-track, use our calendar as a guide, and feel free to add your own personal to-dos as well.

Download Your Holiday Planning Calendar Here


November is a great month to get cooking – and we aren’t just talking about that delicious ham or grandma’s cookie recipe. Whether you are hoping to score a new mattress on Veteran’s day in preparation to host your in-laws, or you are trying to carve out time for DIY gifting projects, a steady pace is key to getting it all done while finding time to sit back and enjoy making memories.

Illustration of a calendar for the month of November with maple leaves, diyas, a wreath, cornucopia, a menorah and post-it notes.

December can feel laden with deadlines from the last day for ground shipping to your school district’s winter break. Minimize the guesswork by setting a target date for mailing holiday cards, shipping gifts to out-of-town family, gift-wrapping, and hand-delivering gifts for teachers. Don’t forget about making end-of-year charitable donations as well.

Illustration of a calendar for the month of December with evergreen pine tree, presents, kinara, stockings and post-it notes.

The holiday season can certainly get hectic, but with proper planning, you’ll easily check everything off your to-do list and have more time and energy to celebrate.


Our Buckets tool helps you save smarter for all your holiday needs.

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