I'm down in westport MA about half the time (soon to be full time thank baby jeebus I've been lucky), I keep my boat at Tripp's they used to make some decent South Coast boats. Also you can't forget about Dyer even though they're from RI. And Wasques were just from the other side of the Bay on the Vineyard, i think they count too. Ted Hood bought Wasque, they're making them in Marblehead now, sweet boats.
The South Coast boats are basically Downeast hulls, I'm a sucker for both. the Pettegrow 30 is maybe my favorite boat ever. It's a Wesmac-Pettegrow hybrid and so fucking badass.
https://images.atlanticyachtandship....sland_girl.jpg
I'll give The Suit the sporties if he'll buy me a Pettegrow 30 (this one's a 35 but I can't find a great 30 pic)