Some of the tolls can be bypassed, depending on the route taken. When going to New England, I generally use 81 to 84 to 90. The Newburgh bridge is pretty much unavoidable, but 90(Mass Pike can be bypassed by using 20 if you aren't in a hurry). I should also note that: when you hit a toll...........pulling a trailer with a heavy load, the tolls rise substantially.
But with that said.......I do wholeheartedly agree that you can't haul enough to justify the trip unless you hold a CDL and have a big truck. Fuel is expensive and it's a long trip(an overnight stay in a motel or worse......sleeping in the front seat of a truck will be necessary).
As whistlenut stated, DOT can mess up your whole day in a heartbeat(even with a rented truck), because you as a driver are ultimately responsible for the rig. And trust me(speaking from experience here)NYDOT ain't fun to play with. BTDT(cost me 375.00 for a 15 minute mistake on my log book). I hate NY. I hate MD. DOT also. I've had no dealings with Ct. DOT, but I hear that you don't want to be overweight at all, and they take the 'bridge law' very serious(as does Md.). The Mass. weigh station has always been closed on 84 when I go through there, but I hear they can be quite nasty also..........to the point of looking up EZ pass records to see where you been in the last 24 hours(but I haven't experienced it). VT.NH., and ME. DOT, I know nothing about.