Some folks do camp end-to-end
I heard of one couple who started (at least) an end-to-end camping CT trip a few years ago, don't know how they did.
A school called Kroka takes a dozen or so teens each year on a nearly end-to-end backpacking trip with 2 break days. Then they build a boat and float back down the CT River in the spring.
I've done some winter ski camping/backpacking, never pulled a sled. I've skied 75% of the CT and on many sections I can remember thinking "This would be really tough with a pack, and a sled would be even worse." Yesterday I was sometimes hopping over open water barely breaking stride; with a pack I might have had to remove my skis to get across some of these same spots. And last winter, simply breaking trail solo with a daypack was tough, we had 20 folks in 1 minute rotation and we were still slow. But it can be done, it depends on your frame of mind, fitness level and skill level.
Another aspect is that TransCanada, who owns the southern three sections, does not allow overnight camping. You might be able to get permission, and if you haven't left a car in one of their trailhead parking lots, they'll never know, but we don't want to violate the rules of our host property owners.
GMNF has a nice cabin at Grout Pond, near the N end of section 4.
Have fun!
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