Coming from the west, it is very likely you will cross into NY on the George Washington Bridge. I-80 runs right into it.
I am sure Sy will be getting something to us soon, but to allay your fears…back in the day when I lived on LI, i made the commute EVERY day across the George Washington Bridge to northern NJ. I took the same route you will take with your trailer. Only on the absolute worst days was the drive more than 1-1 and 1/2 hours and that was to a point further out on LI. The GW Bridge is 30 miles from the hotel.