My plan is to just offer milk in the sippy every am. If he does not take it I will put it in a bottle but if I keep trying I am hoping one day he will go for it.
I took this route for a while, and looking back I think that for my DS it was the wrong thing to do. I now wish that I had offered it in a sippy and if he didn't want it, then say fine, and take it away. No going and dumping it in a bottle...why would he bother trying it or taking it in the sippy if he is just going to get it how he wants it in a moment anyway, kwim?
At this age, there really is no "need" for milk - they are on diets of solid foods that is providing nutrition and calories and milk is for the calcium...and comfort and normalcy of life for my DS. But calcium can be had in cheese, yogurt, etc. And no need for milk 3x a day at 5ounces each time.... An ounce or two to "wash down" a meal adds up over the day, and yogurt and cheese at snack and/or meal times and you've got your needed calcium. But I think that because DS was not a great eater at that age, I really needed him to get his milk in, so I would just put it in the bottle.... that, and TBH, not trying to shirk responsibility of my own decisions, but until about a month ago DH would not accept that DS no longer drinks two 8 ounce bottles in a day and if he does not drink all of his milk then DH pressures him. Now that he finally agrees/accepts this, I can move on with things. Grrrr. I had gone back to the sippy a couple of weeks ago but as DH has been off work for the school holidays he has been doing morning milk and he gives a bottle no matter what I say. So, once school starts again, my sippy cup enforcement is back on!
Anyway, but of a sidetrack Becky, but I would say that if you give him his milk in a sippy and he doesn't take it, then don't go and dump it in a bottle - just say fine, and try again later. KWIM?