Thanks to the Internet, basic research is now so easy that even a caveman can do it. Thus, this troglodyte was able to determine that the phrase "howling wilderness" comes from the Bible, specifically Deuteronomy XXXII-10, and that since then it's been applied to a number of places, among them northern New England, and specifically to that part of the region traversed by Benedict Arnold's army in the course of his unsuccessful assault on Quebec.
There's a book by that name: "Through a Howling Wilderness, Benedict Arnold's March to Quebec, 1775" by one Thomas desJardin, which describes in some detail the Maine woods as Arnold's army struggled through it (them?) not unlike Roger's Rangers' struggles through the Vermont woods 16 years earlier as his troops returned south from their 1759 St. Francis raid, a story vividly told in the 1940 movie, Northwest Passage.
In subsequent decades that same countryside was cleared for farmland and villages (in the late 19th century it was 80 percent cleared, and now it's the other way, about 80 percent wooded) in non-professionally-regulated patterns of land use, sub-division, urbanization, and development, which proved to be so attractive to vacationing urbanites that they began moving in as soon as the railroads were put in through and suitably up-scale accommodations built and staffed. They and their peer-groups haven't stopped since.
Now the descendants of those early inmigrants, as well as new ones in sufficient numbers to create a dominant political majority, want to re-create as much as possible of Roger's and Arnold's howling wilderness by taking land out of use and back into forests. Of course, the paper and lumber industries have been doing just that for more than a century, buying up woods and abandoned farms for forestry purposes, but it has been with their own nickel, and for actual -ugh-commercial use.