I collected together Doomworld's Top 100 Most Memorable Maps and started playing through the list, from #100: doomwiki.org/wiki/Top_100_Most
This is a bit of an undertaking, and I've played somewhere between 10-25% of them already, but it'll be good for filling in a lot of gaps in my knowledge, and food for my level design brain of course.

Doomworld Top 100 writeup 

Not much to say about Wow.wad (#100), the already-exhausted discourses of "outsider art", "so bad it's good", jokewads.
Black Rain (#099) and Formalhaut (#096) are this category I mentally label "27 minute metal songs" - clearly tons of craft went into them, but I have to be in a rare mood to really enjoy them. There's nearly always some little touch I find to love that stands out from the mapper's style, though, like this grotesque sector-visage at the end of Black Rain

Doomworld Top 100 writeup 

Grove (#097) I found many years ago, and I still find it enchanting. It's still one of the most Myst-like things anyone's made with Doom. Tight ammo budget makes the combat a bit needlessly hard, and navigating off-path in the forests can be finicky. Still a treat.
Runaway Train (#098) is ZDoom's "Great Train Robbery (1903)" and the countdown still gives it real tension and ensures the gimmick never wears out its welcome.

Doomworld Top 100 writeup 

Entryway (#095) from 1997's STRAIN has a basic gimmick of repeated rocket launcher denial, and it works. Nowadays I think an author would be able to draw out the comedic drama a bit more, but I think it earns "memorable" status for its time.
For mid 1990s maps I've taken to using the Vanilla Essence mod at 240p, and for turn-of-the-00s maps I use 480p, for era-appropriate chunkiness.

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Doomworld Top 100 writeup 

@jplebreton It's creative.

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