I really only play poker. Winstar usually has more action (more tables and more games) poker wise. But choctaw has a few rukes that i like (cash plays, can buy in for 70% of big stack at table, etc).
But overall I think choctaw is a little nicer than winstar. I'm guessing both have the same games on the casino floor, and I know you have to pay an ante for blackjack at both. Also, you have to pay for alcohol at both. Winstar may be a little more of a party atmosphere on the casino floors since they always have concerts and now have a night club, but someone else will have to speak to that since I don't usually leave the poker room.
Sorry, I'm not too much help with non poker stuff. Just thought I'd respond since noone else had. If you have any specific questions Ill see if i can answer them.