Re: Where to fish for trout in MA
tightlines82, I'm sorry to say that I don't know of anyone guiding lakes in Massachusetts. The two reservoirs I'd like to get out in a boat on don't allow them (Wachusett and Quabbin).
However, you can rent a kayak, rowboat, or sailboat on Jamaica Pond in Boston and fish all day. The rowboats are only $5 an hour if you have a valid MA fishing license. The pond is stocked every spring (date is disclosed online) and Fall (date is not disclosed), and for the past few years at least there has always been at least one big fish put in.
I live a few blocks from the pond, so if you want to alternate rower duties, I'll be happy to split the cost and go out with you next spring. Hell, I'll row you all over the pond (I might lose a pound or two) for the first few times just so I learn how to fish loch style. Just holla atcha boy (PM me).