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Nursing to sleep stopped working sometimes around 4 mo and most of the time by 6 mo. It was so much easier when she nursed to sleep, and her sleep didn't improve by not doing so. Just my experience, obviously, but I still miss it at 20 mo!

I stopped nursing to sleep at night around 4ish months when we sleep trained. (Partially bc nursing to sleep wasn't working and I'd have to do that twice, plus rocking, all with a decent amount of fussing in order to get him to sleep.) I still nursed right before bed, but after he nursed I put him in his sleep sack (which he hates and therefore totally woke him up), then sang a song so he'd form a sleep association with that routine instead of nursing. After about 3 nights (we did Ferber at the same time), he never even fussed. He is now really good about going to sleep on his on for bedtime and naps (staying asleep for naps is a different story)!

@Happygal: They have always been bad sleepers, but it's gone in waves of being particularly terrible where they were up 4-5 Times a night each. They just wanted to be up all night long nursing. They're supplemented with formula too, in addition to solids and nursing, so I didn't feel like they really needed to eat. They just couldn't bridge sleep cycles on their own at night (or for naps, actually). At 12 months I was ok with losing my (already low) supply by starting to stop the motn nursing sessions and nursing to sleep (they still nurse at bedtime but a shorter time), if t came to that. I haven't noticed a decrease in my supply, but they are finally doing well with solids so it's hard to tell. Plus, (and I admit this is really selfish, but whatever) I wanted to be able to have a beer with dinner and not be worried about nursing them to sleep afterward. They will take a bottle at bedtime and go to sleep well now!

I did it by switching to nursing her downstairs, then taking her upstairs and going through the bedtime routine. For a while my husband would give her a couple of ounces of milk in a bottle and put her down sleepy-but-awake, then we slowly cut that out. Sticking to a routine has probably been the most important thing-- DH does everything in the same order, and always sings the same song before he puts her down. Those have become her sleep-cues in place of milk.

Similar to @jape14: I stopped when r was no longer working. I would be sitting in the dark with her for half an hour or more nursing, then taking her off the breast, then sitting perfectly still for ten more minutes, then oh so gently getting ready to move her to the crib.... And half the time she would wake up and scream and I'd have to bounce her to sleep, then start the whole charade of getting her to the crib again. The every time she woke up during the night she needed to be nursed to sleep again because she couldn't connect her sleep cycles. It was a low point. We did CIO and after a few nights, when she really cried no more than she was with all the bouncing and nursing and everything, she got a lot better. It just really sucked for a few days. We waited for naps and I continued nursing to sleep for those for a little longer.

@Happygal: I hear you! Mine is too, that's why I actually like it when she nursed to sleep because she got snuggly at the end, haha. Now it's all flailing and kicking and her new trick is popping off and then punching me in the boob so she hits a duct and sprays everywhere. Babies!

@Happygal: between 3.5 and 4 months. It felt really early but nothing was working and Dh and I were about to go insane.

For us it just stopped working around 4.5 - 5 months I think? He would feed and feed until he was all docile and sleepy, but just wouldn't actually fall asleep. So one day I just put him in the cot to see what would happen, and he just feel asleep! I couldn't believe it, but that was just the way it was from then on. Sadly, the fact that he learned to put himself to sleep didn't help with his motn wake ups though.