The stay in Anchorage shouldn't be any big problem. There is a reason that the Anchorage Bowl area is known as the Banana Belt of Alaska. Anchorage, due to the warm Japanese Ocean Current close by, has a climate much like Colorado Springs. The Springs does have more extremes on both ends of the temperature scale. Now most people that live in Anchorage and think they are living the rugged Alaska lifestyle, all seem to live where it is much colder than what the weather bureau reports. LOL. My BIL who used to live in Anchorage liked to tell visitors about the time it got to -40 F for two weeks at his house. I had to pull weather records to show him it had never been -40 F recorded in the city. One day , back before he and I were born it had gotten down to something like -38F.
If it wasn't for the warm ocean current near by, Anchorage would have a climate more like that of Nome, Alaska and probably be about the same size. My wife and I owned some rental 4 plexes, in Anchorage across the street from Worthington Ford. Majority of renters were military, many of whom had transferred up from the base in Minot, ND. They thought they had been sent to the tropics after a winter or so in Minot.
To tow in February, both the tow vehicle and the 5th wheel will need to be winterized, to get through the much colder Interior of Alaska and Canada. Electrical heated battery blankets, engine heaters, all lubricants changed to synthetics. (I spun the bearings in the rear differential of a new GMC pickup I had just purchased in Fairbanks one winter. The desler's shop has missed changing it to synthetics so they got to pay for a tow and a new differential)
I always found the winter roads around Anchorage to be much slicker than around Fairbanks, Beaver Creek,Tok, Glennallen in the Interior. As it gets super cold, ice and snow take on the feel of sandpaper when packed on a road surface. The same applies to flying a ski equipped plane in the north country. When it is super cold, -40F or colder the snow and ice will bring you to a halt much quicker when landing. When it is above zero, at times you wonder if the plane will ever stop, as the end of the landing strip gets closer and closer. LOL I spent 25 winters in Alaska, most of it in the Interior and probably preferred winter time for driving, so long as the vehicle was properly prepared.
