If you are going to be using a travel trailer for new purposes i.e. traveling to new places, extended camping trips, seeing the country then I would suggest getting a newer trailer. But if you're not sure what will really meet your needs, save a few bucks and buy a lightly used trailer. You need to travel in a trailer to see how much space you really need and what ammenities are important.
We really like having an outdoor kitchen and use it a lot. However, it is a feature that isn't found on many trailers. We take longer trips (6 weeks or so) and like to have storage space. And we like to have a decent sized bathroom. We bought our 2201DS because it had those features but could be easily towed by our Tundra. But we did get tired of only having a dinette and no couch, so we just took out the dinette and replaced it with a couch and end table which I think we are really going to enjoy when we head out for trip down south next week.
I do like a lot of what I see in the Jayco products and we were looking at them when we discovered the Winnebago line of trailers. I would suggest that you take a look at the Winnebago line as most owners have been very happy with their products. And now that they have been back in the TT business for a few years, you can find used trailers that can save you some $$.
If you want to consider a four season trailer, take some time to look at Arctic Fox/Northwood or Lance trailers. If I had your truck, I would consider the benefits of a true 4 season trailer with better insulation, thermal pane windows, etc.
2012 Newmar Bay Star 3302
Blue Ox Avail
BrakeBuddy Advantage
2015 Malibu
"Get busy living, or get busy dying."
Andy Dufresne, The Shawshank Redemption