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10 September Chalkboard Calendar Ideas That Make Fall Planning Look Hand Drawn

September is the perfect month to trade plain planners for something warmer, cozier, and a little more creative. A chalkboard calendar brings that hand-drawn fall feeling to kitchens, entryways, classrooms, and home offices—while keeping busy schedules easy to see.

1. Add a Leaf Border

Frame your monthly grid with maple leaves, acorns, and tiny branches. Use white chalk for the calendar and warm orange, gold, and red chalk markers for seasonal details.

2. Create a Back-to-School Corner

Reserve one section for school reminders, lunch ideas, practice times, and assignment deadlines. Add a small pencil, apple, or book illustration for personality.

3. Use Hand-Lettered Weekdays

Write the days of the week in loose script, block letters, or playful mixed fonts. Imperfect lettering is part of the handmade charm.

4. Mark Important Dates With Mini Icons

Use pumpkins for fall events, coffee cups for appointments, stars for birthdays, and little leaves for weekend plans. Icons make the calendar easy to scan at a glance.

5. Add a September Bucket List

Include a small checklist beside the calendar: visit a farmers market, bake apple crisp, take a fall walk, decorate the porch, or plan a movie night.

6. Try a Cozy Neutral Palette

White, cream, tan, muted green, and rust create a polished fall look. Colored chalk markers can make the design last longer without losing the chalkboard style.

7. Include a Weekly Meal Plan

Draw a simple menu box beneath the calendar. It is especially helpful during the busy back-to-school season and adds useful structure to the board.

8. Make Room for a Quote

Write a short seasonal phrase such as “Hello, sweater weather” or “Gather, plan, enjoy.” A quote fills empty space and makes the design feel finished.

9. Use a Tear-Off Paper Look

Draw curled corners, faux tape, or a notebook-paper outline around the month. This layered effect gives your chalkboard calendar an extra hand-drawn touch.

10. Leave Space for Changing Plans

Keep a small “notes” area for grocery lists, reminders, and last-minute events. The best chalkboard calendars are both beautiful and flexible—just erase, rewrite, and enjoy the season.

Author

  • Kaylee Vaughn

    Kaylee is the Founder of Rootedrevival.com. She has set up and run two homesteads, a one-acre in Idaho, and her current two-acre dream homestead in the Pacific North West. Her qualifications include a Permaculture Design Certification from Oregon State University, and she is a Gardenary Certified Garden Coach. Kaylee currently produces at least 80% of her own food. She contributes to our site through articles, training and coaching to our clients. You can read more about her at rootedrevival.com/kaylee-vaughn

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