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Early on we didn't really put the baby down until we went to bed. One last nursing session after a late late nap and he would go down. Around 2 months or so we started putting them down together around 7:30 or 8. I was visiting relatives without DH so this just happened because it was the only way I could manage to get them both down. We continued that for a few months and it worked well because DH and I could each get one kid to bed and neither would get woken up by their brother getting ready for bed later on. Now at 7 months, the baby goes down usually between 6:30 and 7 because he is normally only napping 2x a day and is tired early. I get him down and big brother starts his bedtime routine around 7:30 or so. We try to get him in bed by 8, no later than 8:30. What works best is I'll give them both a bath around 6 or 6:30, put the baby to bed while DH plays with LO1. Then LO1 will get some two-on-one time before he goes to bed. When we do that he doesn't go upstairs until about 8.

At 2 weeks we were in survival mode so we would divide and conquer we did separate baths and bedtime routines. Baby got first bath, and our toddler could help so that was fun for her. Baby usually took a short evening nap and then didn't go to sleep for the night until about 10 or so. At around 5 months, we started doing everything together and that has been great! The baby could sit up unassisted, so we had her in the infant tub inside the big bathtub and our toddler was in the big bathtub with her. We also did same bedtimes, which has been a big help. Baby is 7 months now and thjs has been workimg great. We start bathtime at 7 right after dinner and the whole routine (jammies, brush teeth, read books, songs) takes a while, so we aim for both asleep by 8. I take baby to nurse/rock and DH stays with our toddler. Right now they are in separate rooms, but we are looking to have them room share so I'm sure our routine may need some tweaking when that time comes!

When H was only a few weeks old, we weren't on a routine with him at all-- it wasn't until almost 2-3 months when he started having a regular bedtime.

Now that C is 2 1/2 and H is 7 months old, here's what we usually do:

7:00p: bath time for H
7:30p: bath time for C while I nurse H
8:00p: bedtime for H (we try to bathe his sister before he goes down for the night since his room shares a wall with the bathroom and I can hear her playing in the tub through the walls)
8:30p: bedtime for C

If worse comes to worse and things are delayed, I still put H down first since he is younger and is more dependent on his schedule. C can sleep at anytime between 8p-9p and not be affected by it.

When it's just me I tend to put my 32m old down a bit earlier than usual because my 4m old wants to sleep at just about the same time if not earlier.
DD 2 is still young enough I can skip baths. So I will put DD 2 in her bouncer in the bathroom with us while we bathe big sister. Then she follows us to big sis bedroom to get dressed and she's there during story and song as well. Some nights baby sis just has to cry while I do bedtime routine for big sis. those nights are sad.

If DH is home he tackles DD 1 while I take care off DD 2.

For me dinner time is actually harder! We get home between 445-500. Big sis wants a snack and baby sis wants to nurse and take a cat nap. Somewhere in between I have to get dinner on the table by 6 for big sis. Most solo nights are leftovers or something really easy!