I towed a 37' TT with a 250 and it towed fine for 11 years. I used a basic Reese trunnion hitch.
Various floorplans in any length TT might tow differently. A lot depends how you load it. If that model TT has shocks, that might be a good thing.
It would help to have a large fuel tank, getting into some gas stations could be a little tight.
A few CG's were very tight to make turns on the CG roads. Pull through sites were a plus towing a combined length of 58' plus. Call ahead to make sure you will fit into available sites.