Roman taking the others Trick or Treating in the Imagination!
He'd design the neighborhood himself with all these careful details, including a street for each of the sides, tailored to their interests and preferences. Everyone is so excited about it, just having a fun night because there's plenty for each of them to enjoy. They'd have a movie night afterwards, munching on their newly acquired candy and letting Roman pick what to watch as a thank you for making it happen - especially because for being so considerate of their preferences and comfort.
This got long, so I’ll put the details of what I think all their streets would be like under the cut;
Logan's street would mostly be people dressed up as historical figures (and some big Big Hero 6 costumes), and besides candy the houses also have small extras like notebooks and pens, and those sudoku/brain teaser books. As for decorations, there would probably be some galaxy themed things - stars in particular - and instead of faces the pumpkins have equations carved in them. At one of the houses the owner asks for a rap battle as a way for him to earn the candy, and at others he has to solve a riddle or a brainteaser
Patton's would have a lot of animal inspired decorations and costumes (including mythical ones). And, most importantly, actual dogs running through the streets in lil costumes. Other than animal statues, there'd be a lot of fairy lights as decoration - maybe with a red glow to make it spookier? As for the candy; it varies from house to house because Patton's sweet tooth means that there are lot of kinds he enjoys, but cookies are included almost everywhere.
There'd also be an empty house with a basket of full sized candy bars inside, because Roman knows Patton would get just as much joy (if not more) out of handing out treats to the kids and seeing their smiles.
Virgil's would have Nightmare before Christmas things, Black Cauldron, and a vampire Snow White as a nod to their discussion with a dark take on Disney. There'd be skeletons as decorations, but they're the obviously fake/plastic looking ones and are posed to look funny rather than scary- doing ridiculous or domestic/every day stuff, like having a picknick, kicking or throwing a ball around, having a fight with water guns, etc. There's also spiderwebs (made out of silly string), and lots of purple lightning.
Roman's own street has a mix of Disney and Broadway costumes, and classic Halloween costumes like mummies, vampires, etc. It comes the closest to scary/horror stuff with its misty streets and the distant howling of wolves (resulting in them having to hold Patton back from running to find the wolf so he can pet it).
The doorbells have sounds like ominous laughter and horror music.... and some others have Disney/musical soundtracks. Some of the people opening the door challenge him to duels, and he'll a "fight" with them (using foam swords) to earn the candy. The others can join in if they want to, but Roman made it so the owners of the house will just let them get the candy without a “battle” necessary