Hellobee Boards

Oh man this is why I refuse to move LO to a toddler bed OR night train, ha ha. I'd start with a toddler clock and lock on his door, explaining the two go together - the door will unlock when the clock turns the right color. He may get the lock more if the clock explains the boundaries?

My son wasn't in a twin until 33 months, but we did the potty in room like @looch: suggested and then we also left a lot of books in his room (at the time we didn't keep toys in his bedroom). I told him if he didn't hear anything (our bedroom was adjacent to his) that he could stay in his room and "read" until he heard us waking up. I totally worked and he still stays in his room until he hears that others are up.

I was really surprised how well the toddler clock worked for my LO. Started using it at 2.5 when she realized she can climb in and out of her crib so we make the move to the big bed permanent. There are definitely times when she ignores it or lies about it, but most of the time she wakes up a little before it lights up and I can see her in the monitor sitting up, moving around, until it lights up and she comes to get us, both in the morning and for naps. I think it's worth a try and he might surprise you.

That said, I also just bought the door monkey for the times when she is being crazy and needs to stay in her room. Haven't used it yet but we had a bad night the other night, plus I think it will be good when we travel and go someplace not totally baby proofed or with stairs.

She's not potty trained yet so we don't have that wrinkle.

@JoJoGirl: I second the clock + door suggestion. We just did a toddler bed transition and my daughter was escaping when it was time to settle down for bed because she wanted to keep playing. She's not quite understanding the clock yet but locking the door worked like magic, though hubby and I were very hesitant to do it. She rattled it for a few days, but generally accepted that the door is closed and went back to bed or at least to play with her toys in her room.