A lot of the towns around Boston can be "quaint". Newton has some quaint village areas. Needham, Belmont, Winchester, Woburn, Milton all have a quaint feel to them depending on where you are.

The further away from Boston you go, the quainter shit gets. When you're out into the 495 ring, you're going for peak quaintness. Bolton, Harvard, Medfield, Mendon, Medway, Holliston, Hopkinton, South/West/Northborough, Groton, etc. all take steroids for quaintness. As you approach central Mass, you have towns like Upton, Millville, Grafton, Millbury, and many others that have the same feel. I'm talking like apple orchards, farm stands, downtown villages with things like cobblers, coffee shops, and maybe a blacksmith or two. Pumpkin patches, horse farms, and ice cream stands with their own cows are all over the place.

Most of these towns have the feel of sundown towns, though - you won't see too much racial diversity anywhere.