JF5

All your riend would need to hunt in NY is either his Massachussets hunting liscence or his hunters ed. certificate.

Also to answer your other question...

You can hunt the entire eastern half of New York with a Rifle (Centerfire, Shotgun or Pistol are legal). This goes for all counties with the exception of Albany county I believe, which is bow only.

Once you go westerward past Delaware County, or Northwest in parts of Ostego county it becomes shotgun only.

Hope this helps.

Mike