Here, have an excuse to talk about your dream Liscoe wedding >:3c
Well, anything would be an improvement over what we've got, but I think they'd have to go with something fairly small and intimate because a) Roscoe would probably feel like a trapped animal at an event like this in front of a large crowd, and b) they don't really know a ton of people in their civilian lives anyway…they wouldn't be inviting any of Lisa's family except Len, and it seems unlikely they'd invite any of Roscoe's either. So it's just be Len + friends/chosen family, although I kind of love the idea of Lisa inviting some of her ice show former co-workers who (somehow) have no idea they're criminals.
As for the venue, it'd be someplace small and extremely classy. If they lived in Europe it'd be at some old castle or manor home, but the American Midwest is short on those, so I guess it'd be an old stately house or mansion which can be booked for such events. Roscoe had a secret wish to have a civil ceremony with just the two of them and an officiant at the Wiggins toy factory he used to visit every day and once lived behind, but knew better than to suggest it. He likes attention and loves showing off, but it's context-dependent and I'm not kidding about the trapped animal thing. It's probably a form of stage fright.
Len does double duty to walk Lisa down the aisle and serve as best man; the latter role is in deference to his role in the couple's lives and not because he and Roscoe are close, and naturally Len's going to be cranky about it. Unfortunately Roscoe's not close to any guys, so when Lisa suggested her brother for the job he just acquiesced.
Len gets roaring drunk at the reception because he'd have to in order to survive the day, but it's fully expected and the other Rogues end up running interference to keep him from making too much of a scene.
Fortunately the other Rogues have the sense not to steal anything remotely associated with the wedding (that includes the venue), because Lisa would murder them and they know it.
The end result is kind of messy, but that's what the Rogues excel at and the happy couple will probably be satisfied with how things turned out…nobody died and nobody got arrested, so it's all good :>
(An AU: somehow the bride and groom get arrested, but nobody else does.)