100acrehuphalump, No need to tell you, it depends on where you are going and the camping plan when you get there. So far, I have left a folding chair sitting in the middle of the parking pad to reserve the site. If it is a pay camp site, there will be a clip on the post for your reservation card. Honestly, I have never run up on a fellow camper so rude as to try to take a camp site. You may want to leave your trailer chained up so as to not worry about it for the day. On the other hand, if heading into seriously remote areas, I would want the trailer, and all it contains, with me.
There is no hard and fast rule on this. Folks on this web site write about off-road travel with a pop up truck camper. I have learned from experience not to take my nice camper into seriously rough areas because I don't want to damage it. Never mind how flexible it is, heavy brush will tear the sides. If I had your military trailer with the pintle hitch, I would off load my camper back at a base camp, using Moab as an example, and take the trailer off road. So, definitely, take your jacks in the trailer. Leave that pretty new camper in a safe place and take that ultra tough military trailer with you, for example White Rim. Another place is driving the Nevada deserts, such as retracing the Hastings Cutoff, where the truck convoy usually comes back to town for the night. In seriously remote places, no one should be traveling in a single vehicle. You need a buddy. But a properly equipped expedition trailer almost makes it safe.
On urban trips, using New York City as an example to make the point, the trailer complicates parking. Your FWC will do a lot of things for you that were formerly done by the trailer. You probably should rebuild the trailer and set it up for what you need now. The little military trailers are fairly common, but not easy to find one a nice as yours. No question, keep that trailer. John D