i see some issues but I think the core idea may work it would just need some tweeking. first off for a ski resort that pass pays for everything minus lunch, I had one for a season (personally i did not like it) but the nice thing was I only needed to worry about what I wanted to eat for lunch.
The problem with doing this for paintball is the paint, so sure you could offer "season passes" that get you in the door but if you are like me and get a case of paint when you sign in, that "season pass" has only paid for about 10-20% of your day, not the 95% the ski resorts can.
so include paint? maybe, but how much? everyone is different, a pump player buying a season pass would not nearly see any savings if the pass includes 10 entries and 10 cases of paint, he might as well just pay each day because it would be cheaper. the other issue is paint is where fields make the majority of the profit, so cutting into that to offer a season pass doesnt make as much sense because the field, while having a good chunk of money up front, makes less in the long run.
The other thing is unlike snow sports, there is not this huge amount of equipment that needs to be kept up, a field CAN pack everything in for the winter season and close shop, they do not need the technical staff to keep things running in the winter.
I think it could work but needs some tweeking, A) you would need a field that is large enough to have some variety, If I am paying that kind of money it would get really boring to be playing on the same 2 or 3 fields all season. B) you would need to work out some way to include paint and probably different amounts of paint for different players and C) include guest rental packages with it so these players bring friends (no paint in those though)
If you could get 2 or 3 fields in on this same idea so players could choose which field they wanted to go to, then I absolutely think this idea would work
Everything, and I mean EVERYTHING, that makes a firearm better makes a paintball marker worse. They are 2 very different worlds with nothing except a trigger in common