I finally weaned DD at 27 months after wanting to stop for ages but just not knowing how, and not having the mental energy to deal with the tears. I also read on MN that only usually takes 3 days and easier if you are physically not there. Some women did it successfully during a trip away or had their partner do bedtimes & naptimes.
DH has always been useless at putting her to bed so this was how the timeline went for me without a partner's help. I was also doing feeds in the morning, before naptime and before bed (thankfully DD slept through the night).
Saturday - Sunday
DD slept overnight with my parents so that was one evening without BF taken care of.
Sunday Afternoon
She'd normally expect a feed before naptime but we were doing a 2 hour drive from my parents place so that was one situation where she would nap in the car. As fate would have it, she refused to sleep that day and basically whined and cried for two hours.
Sunday Evening
By the time we got home it was too late for a nap so I stretched her until bedtime. She was utterly exhausted by this point so I decided to try putting her to bed without BF for the first time. I gave her a sippy cup of milk instead and she whined a bit but fell asleep quickly. Letting your DS/DD skip a nap on the days where you want to put them to bed without nursing is a good tactic!
Monday Morning
Mondays are when DH takes DD to his parents for a day so I get to skip the morning and naptime feed. I was already on the longest streak without BF so I decided I had to go with it and wean.
Monday Evening
This was probably the hardest night since she expected our usual routine. Instead of lying in her bed to nurse, I sat next to her and read a few books and then left her with a sippy cup of milk. She cried for about 5-10mins but then went to sleep.
Tuesday Morning
I normally nurse in order to snooze a bit myself but this time I picked DD up and went downstairs right away. Gave her a sippy cup of milk and some TV and she was totally happy. This was the easiest feed to drop.
Tuesday Afternoon
I can't remember exactly what I did, either I let her skip the nap or left her to sleep with the milk.
Tuesday Evening
Same new routine, a few books and sippy cup of milk. This time she literally only cried for 30seconds and went to sleep. And that was all it took.
She also stopped wanting milk at bedtime very quickly, about 1-2 weeks. I only needed to pump away some milk for the first 24 hours and my boobs adjusted very quickly after that.