We're thinking of moving Jared into his new room at Christmas time. I wanted it to be enough time before baby #2 arrives. We'll probably go straight to a twin bed (a day bed, actually - there happens to be be an extra one in the fam). Friends of ours also skipped the toddler bed & it worked out great. Think we're pushing it on his age?
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Re: When will your DC move to a big boy/girl bed?
Ditto!
My child is insane and the thought of her not being contained sends chills up my spine.

I have no idea when we'll move C. When she learns to climb out maybe?
I think though, I will do a mattress on the floor before I actually put her in a bed. She moves a ton in her sleep. I guess I want her closer to the floor while we figure out how a bed works out for her.
Our crib's front comes off for the "toddler" bed (not really what I'd call a toddler bed though) so once I get her room cleaned up so there is nothing she can get into in the middle of the night, we're taking the front off. After the holidays (and holiday company), we'll probably move her to her new room and have her start on the full mattress on the floor.
She's 16 months now and hasn't shown interest in getting out of her crib but I want her settled in her new room before #2 comes so the nursery (and crib) is ready. Katelin will be around 23 months when the baby is due.
We have been trying to keep him in the crib for as long as possible, but I fear I am going ot have to convert sooner than later. He almost climbed out of the crib a few times already. We tried the crib tent, and he got that off (I still can't figure out how LOL) but that stopped him from trying for a little bit. He has been starting at it again.
Our crib also converts pretty easy, basically take the front off as well so we are probably going to do that soon. We keep his room door closed, a gate at the steps and a camera in his room so I think we will be ok when we do change him over.
We didn't move Noah to a toddler bed until a few weeks after his 3rd birthday. He never tried to climb out of his crib (in fact we always left the drop side down) so we just left him there.
We got him a toddler bed because I just wasn't ready to do his 'big boy' room yet. The toddler bed was only $80 (and free shipping) so it's great for now. When we do his 'big boy' room I will get him the twin, new furniture, paint, etc. I'm lazy.