I know this is an old thread but in case you are still looking for people who ride in Ma. we are out in the Worcester area and generally ride at Wallum Lake in Douglas. It's a nice clean lake, not huge but one my favorites.
We are always looking for people to ride since there are very few who do in the area. Especially this summer as 3 of our friends have moved away. My son needs someone to push him as I don't do much on the water and can't really inspire him much. We ride right up until Thanksgiving and sometimes a bit longer. He (my son)is older than most of you guys and I'm older than dirt but still passionate about the sport. Shoot me an email if anyone wants to be a third, (fourth or fifth for that matter) (just please bring gas money