At first, there are only two main things to focus on: the flavortext, and the images. The only information solvers may glean from the flavourtext at this point is that whatever they're looking for will be in six groups of size 2, 4, 6, 7, 8, 8 (
"Six groups visiting the mountain—a couple, a family of four, a sextet, a party of seven, and two octets."). So instead, they should turn their attention to the images, which are all of trail maps, doctored to include red lines along particular trails, numbers in square brackets, and some symbols usually used to denote difficulty on ski trails. Notably, only 6 of the marked trails have had a difficult marker attached to them.
There are two ways one may find the source of the images. If solvers have access to reverse image searching, they can easily find the labelled versions of the trail maps. If they don't, or choose not to for another reason, they may be able to discover it by searching for key words like "ski resort artist" or "trail map illustrations". Either way, they should be able to find all of the original images (done by James Niehues and presented in alphabetical order by mountain), and identify the specific trails being taken by the red lines in each of the puzzle images. For example, the first image is of Bromley Mountain, and the two highlighted trails are LOWER TWISTER [1] and SUNDER [5].
When solvers have identified all 35 trails, they may notice that the number of trail names divides nicely into the 6 groups (2/4/6/7/8/8) mentioned in the flavortext. Additionally, they may notice some connections between some of the names. One such in to this puzzle's aha is by spotting the group of CANDYLAND, LOWER TWISTER, TRIPLE TROUBLE, and UPPER HARD SCRABBLE, which all contain the names of board games. Other groups, such as "Units of Measurement", "State Nicknames", and "NATO Phonetic Alphabet" will hopefully follow. While it should be clear that the numbers that haven't been used at this point, but were attached to every marked trails, are indexes into the names, it may not be entirely clear how to order the extracted letters.
At this point, solvers should turn to their last bit of unused information: the trail difficulty symbols. Within each group, the symbol is placed next to the trail that comes first alphabetically. By ordering the rest similarly, solvers can extract 6 words (ALBERTAN, ALTA, AT, ATHLETE, TORINO, and UNWANTED), which can then be reordered from lowest difficulty (Green Circle) to highest difficulty (Triple Black Diamond), to form the final clue phrase, ALBERTAN TORINO ATHLETE UNWANTED AT ALTA. "UNWANTED AT ALTA" refers specifically to snowboarders (who are notably banned from Utah's Alta Resort).