I’ll jump in with my thoughts. I have three boys, ages 10, 8 and 6. We are fortunate enough to have family with DVC and have been on trips with all of them since they have been tiny. We went when they were 5/3/2 and they still remember dining, even if they aren’t fond of the character interaction. For your child who isn’t yet three, they are free. So I say do it now while it’s still cheaper. Also, most character dining keeps kiddos entertained enough for the adults to actually eat, and the memories of this one are for you just as much as them. My kids have loved Ohana, Hollywood & Vine, Tusker House, Be Our Guest (specifically for beast but I won’t pay Prix Fixe now) and even Cinderella Castle. Cape May was good too. Topolino’s we had an off good day so while it was beautiful and we got wonderful balcony photos, I wouldn’t make the trip if you aren’t staying there.