I would suggest you go out and do IT!
Spent twelve years towing a TT to local ski area's almost every weekend from early December to mid-March usually, a few times into April. I then summerized the trailer, used a weekend or week until November, then a trip to Mt Hood middle of the month, then back to mid december routine.......
IF you dont have them, a snow traction type tire should be on the rears. ALso have a set of chains available if they are legal in your state. OR if the state you are going, HAS snow area, mtn driving, like here in Wa St, then if you are over 10K lbs gvw in any way shape or form. You are required to carry chains from Nov 1 to AP 1. Which includes chains for the trailer you are towed vehicle per WSP too. you only need one chain on braking axel. I usually use a pair on the front. I used chain chains too, had a set of cables for the front axel. Only needed the max combo once.
Have plenty of LP, battery, and a generator for back up.
For the nay sayers, Usually found 50-100+ RV's at local ski areas per weekends that I mentioned, used by patrollers, instructors(myself)......I also saw MANY truck/camper, MH's towing snow mobile trailers too.
Marty