Maybe "stigma" is not the right word. Maybe it's just feeling like you're staying at a place that others don't feel is good enough for them makes the experience feel a little "less than," even if no one means to throw shade or look down on anyone or any place.
For example, I was all in the middle of the
Free Dining insanity last month, following more than 500 pages. Then the deal finally dropped, and there were many people who could not get their first choice, which seemed to be every Moderate except my choice, FW. Meanwhile, all the way here in May, if you want not just FD but the
DDP without paying for the upgrade that you would if you stayed at a Value, you can book a Cabin at Ft Wilderness* as I did. So apparently I'm staying at the "least desired" Moderate at WDW.

At least, it's the "bottom of the barrel" on these boards. Which brings me to my second point: You must always remind yourself every time you come to these boards that DISers are not the norm. They are not the norm of the general public (they are wealthier *on average* and clearly more Disney obsessed--or else we wouldn't be here!), and they are not even the norm for WDW tourists, in that they plan more (FPs, ADRs, touring plans, etc.) and are more likely to stay at a WDW resort. When you're at the parks, there are tens of thousands of people there. A goodly number of them are not at any Disney resort, cannot speak as to which Disney transportation works best for getting from Point A to B, just read the brochure they picked up from their
AAA office, and are content to eat wherever the line is shortest. We here are just a subgroup of WDW visitors.
ITA with the people noting that no one really cares where others stay (or even know!) and that the Values are a terrific way of enjoying Disney service at a reasonable price if your party is small. You're going to WDW and being immersed in the experience by staying at a Disney resort, enjoying EMH and the transportation system, and booking FP+ earlier!

Enjoy!
*Just so there is no misunderstanding, yes, I know, the Cabins at FW doesn't work for a lot of people for reasons.

That's why it's so nice that many people have so many choices at WDW. As a party of six, we don't have that many, and as we wanted to upgrade from QS to the DDP on our FD booking, it meant that the Cabins cost the same as the Value family suites.