Thanks for all of the replies so far. I honestly expected to get all of the get a bigger truck comments, but my truck is fine for the lower level fivers. Back when I ordered my truck I compared to the 350 and the only difference was something minimal so I chose to save the money with the 250. I did order the 18 inch rims and because of the 4wd and diesel the suspension is same as a 350, although I will supplement with airbags.
Look around, all you see is 250/2500 or 350/3500 towing everything. VERY rarely see a 450 or custom tow horse. I am not a full timer nor do I travel cross country. My plans this year is to just try to go to different areas that my kids haven't been to(currently never leave NJ)about once a month. Unfortunately our current trailer was purchased by my Father in Law and handed down to me who knew nothing about camping and sleeping capacities, it just doesn't work for us.
So it may be a little backwards, but I am hoping to buy a fiver this year, then in 2 years from now I will be handing my current truck down to my son and hope to buy a new one at that time