Re: Newport Ri Cruise
Honestly I really don't know Jamestown at all. I'm much more familiar with the East side of the bay, Newport up through Bristol (my hometown).
How do the Connecticut folk usually go to Newport? Looking at a map it seems like 138 is the most direct route. Maybe all of the Connecticut cars should meet in Connecticut and then come through RI together. Otherwise Richmond RI is right off of 95 and I think there is a rest area around there.
The MA guys coming from the Cape should probably meet on route 24 south in Bristol, there is a decent rest stop there right after the Sakonnet River Bridge. After that it's a nice drive right into Newport.
The MA and NH guys coming from points North might also want to consider coming down route 24 and meeting at that same location.