A Free 31-Day Drawing Challenge
31 spooky prompts, one a day, all October. Any skill level. Sign up and your free Drawing Kit arrives right away.
One lucky winner gets an iPad Pro.
Fright-Fall Rules
- Make a drawing inspired by the Fright-Fall calendar prompt.
- Post it on Instagram.
- Use the hashtag #FrightFall2026 and tag @RetroSupply.
- Repeat.
Join 5000+ Artists
Join Fright-Fall
You'll also get a FREE Fright-Fall illustration brush kit and the chance to win an iPad Pro. Don't like it? No prob. You can unsub in a click.
Prizes
Grand Prize
iPad Pro (13-Inch) or Wacom Display
One lucky winner will recieve a iPad Pro or Wacom product of equal or lesser value.
For complete details be sure to read the official sweepstakes rules.
Runner Up
Apple Pencil
Three lucky Fright-Fall participant will receive an Apple Pencil Pro.
For complete details be sure to read the official sweepstakes rules.
FAQ
What is Fright-Fall?
Fright-Fall is a daily drawing challenge in October including daily drawing prompts, live events, free RetroSupply products, and prizes including an iPad Pro for one lucky participant.
How do I Join the challenge?
Make drawings from the daily prompt and post them to Instagram with the hashtag #FrightFall2026. Tag @retrosupply in your caption. To be entered for prizes, sign up for the Fright-Fall email list on this page.
How do I get entered for prizes?
Signing up for the Fright-Fall email list is your entry. Posting a drawing to Instagram with the hashtag and tag earns you an extra entry for each day you post.
Do I have to participate in the challenge every day?
No. Draw when you can. Missing days doesn't cost you anything, it just means fewer bonus entries.Here's an article on how to get the most from a drawing challenge (without losing your mind).