There is a big difference between towing a snowmobile trailer and a fifth wheel travel trailer especially when the op is new to it. Winter can mean extreme cold in the prairies along with snow and white out conditions and heavy snow in the mountains. What are you towing it with? If the truck has duals you may not be able to fit chains which will be mandatory if you do not have winter rated tires. The trip can be done in 40 hours under ideal conditions which you definitely won't see.
You will also be dry camping all the way, no rv parks will be open. It's your call but I sure don't recommend it.
