Trillium in Boston, great beer but not sure about what is available at the brewery. If you like lagers Jack's Abby in Framingham is an all lager brewery. Been a long time since I've spent time in Boston bars so out of the loop. Cask and Flagon is the classic pre game bar. Post game I always preferred to get out of the Kenmore Squre area and walk to the Back Bay where you could find a bar where you could actually sit down and have a beer.
As far as local beers to look for on tap or bottled: Trillium, Night Shift, Element. Some may have Spencer Abbey on tap which is a nice treat.