Slenderman - "Spring. That's when it warms up and people start coming to the forest again. It's a bit harder to find kids to eat in winter."
Sally - "They're all my favourite! In winter I can play in the snow, in fall I can jump in the leaves, in spring I can splash in the puddles, and in summer I can go swimming! I can't pick which one I like best!"
Laughing Jack - "Spring. It's far away from Christmas. It's not that I hate Christmas too much, it's just that I have bad memories of that time, being given as a present and just abandoned like that...."
Eyeless Jack - "Summer! Because it's the most different from winter. I especially hate winter because the tar in my eye sockets freezes and I have to scrape it out. That really sucks." A/N: This headcanon is originally by @kjm126316
Ben Drowned - "Winter because all the lakes and ponds freeze over. I still won't go too close, but I feel a bit safer when they're covered."
Jeff the Killer - "Spring. Something about all the new life. Makes me want to replace it with new death! I do my best killing in spring!"
Nina the Killer - "Fall! I love all the pumpkin stuff! What can I say, I'm a bit basic!"
Homicidal Liu - "Summer. Any other season just makes me think about school. And we all know how that ended..."
Clockwork - "Fall I guess. Never really thought about it."
Masky - "Spring. All the snow melts. It's much easier to do my job when I don't have to worry about leaving footprints."
Hoodie - "I like spring. Everything's so bright a-and pretty. It's nice."
Ticci Toby - "F-Fall! That's when Halloween i-is! I can g-go out and g-get free candy just b-by looking like m-myself!"
Kate the Chaser - "Spring. It's harder to run through snow so I like when it's gone."
Nurse Ann - "Spring so I can get a break from everyone slipping on ice and injuring themselves. Seriously, I cannot believe creepypastas can be so clumsy!"
Judge Angels - "Summer! I don't know, I just like it! Fall's good too."
Bloody Painter - "I like winter best because I like the way blood looks against the snow. It's a beautiful contrast."
Puppeteer - "Winter. I kill best in winter because I can get the people with seasonal depression too."
Zero - "Winter. I kind of blend in with the snow and it's easier to sneak up on people that aren't expecting it."
Kagekao - "All are good."
Suicide Sadie - "I like summer best. It's always been my favourite."