Fall Into Journaling: 30-Day Challenge

Give your tween or teen a reason to unplug and reflect—with 30 days of cozy, creative prompts.

Read more: Fall Into Journaling: 30-Day Challenge

Fall is basically nature’s way of saying, “Let’s slow down and feel things.” The leaves are changing, the air smells like cinnamon and possibility, and your tween or teen is somewhere between “I’m fine” and “I have 47 emotions and no idea what to do with them.”

Enter: journaling.

Whether they’re deep thinkers, doodlers, or just need a break from screens, journaling is a low-pressure way to reflect, express, and explore. And fall? It’s the perfect season to start.

Here are some fall-themed journaling prompts that are equal parts thoughtful and fun—designed to help tweens and teens tap into their creativity, reflect on the season, and maybe even discover something new about themselves.

Seasonal Reflections

  • What’s your favorite thing about fall, and why?
  • Describe your perfect fall day—from breakfast to bedtime.
  • What does fall smell like, sound like, and feel like to you?
  • If you were a tree, what kind of leaves would you drop this year?

Feelings & Growth

  • What’s something you’ve learned about yourself this year?
  • What’s one thing you want to let go of this season?
  • Write about a time you felt cozy, safe, or understood.
  • What does “change” mean to you right now?

Fall Fun & Imagination

  • If you could design your own fall festival, what would it include?
  • Create a spooky story that starts with a mysterious leaf pile.
  • Invent a fall-themed superhero. What’s their power?
  • What would your dream Halloween costume be if money and time weren’t an issue?

Gratitude & Mindfulness

  • List five things you’re grateful for this fall.
  • What’s something small that made you smile recently?
  • Write about a moment you felt really present this week.
  • What’s one way you can show kindness this season?

Bonus Challenge: Create Your Own Prompt

Encourage your tween or teen to write their own fall-themed prompt and answer it. It could be silly, serious, or somewhere in between. The goal? Make journaling feel like theirs.

Want to make journaling a daily habit this season?

I created a 30-Day Fall Journaling Challenge Calendar packed with cozy, creative prompts to guide tweens and teens through a month of reflection, imagination, and self-discovery. It’s designed to be low-pressure, high-impact—and yes, it pairs beautifully with flannel and fuzzy socks. Each day features a little leaf checkbox so they can mark their progress, one prompt (and one feeling) at a time.

Tips for Using This Calendar:

  • Print it out and hang it near your journaling space.
  • Use a notebook, sketchpad, or digital journal—whatever feels right.
  • Don’t worry about perfection. Just write, reflect, and enjoy the process.

Final Thoughts

Journaling doesn’t have to be perfect. It doesn’t even have to be spelled right. It just has to be honest. So hand over a notebook, light a candle, and let the fall feelings flow. Because sometimes, the best way to understand the season—and yourself—is to write it out.

With a coffee in one hand and a pen in the other,

💛Bethany