How long or how short and where to stay etc?
Until a few years ago it was pretty easy, ok easier. I'd be based in my parents' home. A mile's walk would get me to the LIRR station and a quick but expensive trip to the city. There was also a big department store just a mile away. Shabbatot were at my sister-in-law's or a friend in the city. I traveled no further than New Jersey to visit relatives, since my sister tried to visit when I did.
A couple of years ago we moved our parents to Arizona to be near my sister. There is no longer a family home in New York, and I must go to AZ of course. It's not that I'm not welcome anyplace; it's just more complicated, space for an extra bed and distance.
On one hand, this has been a totally extraordinary visit. I've seen many, many relatives. Some I hadn't seen for decades or ever. Our family ties are wonderful gifts. I come from two fantastic families. I'm very lucky. I also have some great friends whom I see each visit. They are considered family, too. I have known them for decades. OK, as an old lady I've lived many decades, long enough to get senior discounts in some places.
Now I have a few more people to see and some gift shopping to do. Today is the 9th of Av, a Jewish fast day mourning the loss of our Holy Temple and Jerusalem. It's not a meet, eat and shopping day, though a few years ago, my sil and I did some book shopping late in the afternoon.
Of course, considering that I can only take one suitcase, I really can't buy much...