Nobs
Elevation - the further up you go, the less folks. Western Mass along NY VT borders. Careful... Lots of Liberals & Lawyers.
Foofa
Western Massachusetts is often looked down upon by Bostonians for its rustic nature. So maybe try there.
I Like Stories
Depends on how you define popular. Also depends on how you define a "city". I would define Boston, Worcester, Lowell, Lawrence and New Bedford as "cities".
There are towns in Massachusetts that 99% of the US population outside of New England have never heard of, Billerica for example.There are towns in Massachusetts that have sketchy reputations, but are more well known, like Lawrence, which was put down as the source of New Hampshires opioid problem by Trump. https://www.necn.com/news/national-international/web-trump-lawrence_necn/2097603/
drip
Popular in what way?
Every state has tiny towns most people have ever hear about.
sunshine_mel
Generally cities have high populations ,more jobs etc; how are you defining 'popular'?