Without the side by side you won't have any issues at all. I would definitely suggest weighing the fully loaded trailer with the side by side on it at a truck stop weigh station to get all of your weights. Adding 1100 pounds to the front of the trailer is going to significantly increase the tongue weight. My guess is you are going to have to adjust the angle on the WD hitch in order to maintain a level ride height once you load the side by side.
Power wise, I don't think you will have too many issues climbing the hills. You won't set any speed records doing it, but I think you will be fine.
2016 Sunset Trail 33BD
Tow Vehicle 2016 Nissan Titan XD 4x4, Crew Cab, SV with Cummins V-8