The Eastport Arts Center (36 Washington St., Eastport, 207/853-4650, www.eastportartscenter.com [1]) taps into local creativity with community theater and concerts.
The annual Machias Wild Blueberry Festival (Machias, 207/255-6665, www.machiasblueberry.com [2], late Aug.) starts with a huge blueberry-pancake breakfast and continues with a road race, fish fry, and a church service thanking God for a (hopefully) successful harvest.
Links:
[1] http://www.eastportartscenter.com
[2] http://www.machiasblueberry.com