I like to think ahead to the next trip, even before leaving on this one. It intensifies after returning home, however. Certain trips are more than overnight day trips and require hotel stay for one or two nights. I looked into My NYC, Philadelphia, and Miami, as to accommodations, for instance. There are several web sites that claim they will check on many sites for the best deal. I found that simply Google Maps will compare, as well. I generally begin there. If I find one that is less than 100, or even less, I will check it out. If it is convenient with my travel, I might go with it. Instead of NYC, for instance, I will check out Jersey City or Newark, NJ or a north of NYC. They have to be on public transit, of course. So on with the exploration.
The most probable will be one of Three Florida trips, but those need to be after it cools off. I a interested in Memphis via Chicago, which is overnights on the train with only one night in a hotel. Hotel could be in a DC suburb. I am attracted to Boston and might do a variation of that trip.