Wokest place in every state

[If my soul was made of stone]

Arcata is another possibility for California, with a bit more of a hippie flavor than the New Left air of Berkeley.

Virginia is probably Charlottesville.

Williamsburg in Brooklyn is somewhat offset by the Haredim presence, but I don't know what else New York's would be.

[If my soul was made of stone]

DC: 1722 14th St NW

Seems a bit too commodified and unable to distance itself from the fundamental American mystique to be the "wokest" place in the District, although by many accounts DC itself is a bit too commodified and unable to distance itself from the fundamental American mystique to cultivate a genuine leftist contingent.

For similar reasons, I'm struggling to name a good example in my home state. Maybe Remington in Baltimore is the ideal balance of punk, gentrified, and in the shadow of a university (Johns Hopkins), but I have mixed feelings on the notion.

[If my soul was made of stone]

Maryland: suburban Silver Springs/Rockville

I think Silver Spring and Rockville are a little too classically upscale and corporate-dominated for quasi-urban centers to be all that woke. Within the DC metro, Takoma Park is probably the best example, as mentioned earlier in this thread.

Ironically, Rockville's only cultural depiction of note represents it as a forbidding Rust Belt remnant, when that's quite far from the truth:

[If my soul was made of stone]

Maryland: suburban Silver Springs/Rockville

I think Silver Spring and Rockville are a little too classically upscale.

Since when has Silver Spring been classically upscale?

It's less so than its surroundings, but it's still Montgomery County.