Creatuanary
📅 January
One creature a day in January from an official 31-prompt list posted by @creatuanary. Open to all artists and
#creatuanary #creatuanary2026 #onedayonecreature
Home › Calendar › January 2027
January 2027 Art Challenges
2 challenges start or run in January 2027. Prompt lists usually drop a few weeks before; we link them as soon as they are out.
Whimsuary
📅 January (weekly prompts)
A whimsical January art challenge with weekly prompt sets posted by the @whimsuary
#whimsuary2026
No challenges match that medium this month.
Also running every month
Doodlewash Monthly Art Challenge
📅 Every month
A new set of 30–31 optional daily prompts every month for watercolor, drawing, or both. Join anytime; hashtag uses the month
#doodlewashOctober2026 (changes monthly)
Draw This In Your Style (DTIYS)
📅 Anytime (each host sets a deadline)
An artist posts an original piece and invites everyone to redraw it in their own style, tagging the host. Hosts set the rules, deadline and sometimes…
#DTIYS #drawthisinyourstyle
Hobby Streak
📅 Anytime
Miniature painters commit to at least 30 minutes of hobby work every day and post progress; miss a day and the streak
#HobbyStreak
r/SketchDaily
📅 Every day
A subreddit that posts a new drawing theme every day (plus an alternate theme), often tied to the month's big
Sketchbook Skool Draw with Me
📅 Weekly
A free weekly live hour of drawing together, part lesson, part draw-along, even if you haven't drawn in
No challenges match that medium this month.