You should be all good to go! I've rolled up from Tucson through Albuquerque and into Denver a few times and since you're coming up from the south, through Colorado Springs it's not as bad as coming straight over from Cali. Go for it! If you see some snow or sketchy looking road conditions just take it easy. Slow and steady and you'll make it no problem hauling a trailer.
Whenever you do make it in, definitely hit me up when you're ready to ride. I'd love to catch a ride up if you're going to make use of your Epic pass and are rolling solo. I live in longmont but am down to come up and meet you somewhere.
Good to know you've done it with a trailer and been alright, thanks.
Ill get at you once Im out there for ride sharing. Wont be till beginning of January unfortunately