I'd suggest removing a seat or two from the Wrangler and strap in the H-D. The added weight might yield a little better traction in snowy conditions with a minimal impact on the already lousey mpg and performance rating of the Jeep. I suppose a trickle charge hook-up could be arranged, but I would not care to overburden that M-C battery.
And somewhere on the internet there will be a bumper sticker available to wit:
My Other Ride Is A Harley
And somewhere on the internet there will be a bumper sticker available to wit:
My Other Ride Is A Harley