Hi K.. Had the same problem, but my daughter was younger. Cold turkey with both. You have to let him cry it out with the sleeping. Horrible horrible horrible. I know. I cried like a "baby", if it wasn't for my Hubby hugging me through it and of course covering my ears, I wouldn't have made it. She's 15 mths now and still cries, but only for a few minutes. You have to know the cues for when he is tired. Don't wait until he's overtired then you're in trouble.Maybe he can pick something out of his toys or at a store that would comfort him, he could use this at bedtime. Also, use a ritual every night, for example, bath, milk, book, bed; at the same time everynight. As far as the bottles go, put them away.Maybe let him pick out some cups he likes at the store. Good luck. Do you have any friends who have a baby? Tell your son that this baby needs some bottles and you need to give them to him/her so they can eat. Also, look for a book that shows a Big 2 yr old not using bottles but a baby using them instead. Again, it's going to be hard, but you have the power to change this. Right now, your son is in control. Good luck. You can go it. Stay strong. The sooner the better, believe me.