You need a hunting license, but not tags. Just stay within the bag limits. Now there are different seasons for different zones. In zones 1-9, Gray Squirrel season starts on September 11, 2006 and ends January 2, 2007. In zones 10-14, season starts October 14, 2006 and ends January 2, 2007. Check out the Mass Wildlife website here: http://www.mass.gov/dfwele/dfw/dfw_toc.htm. Check laws, seasons, zones etc. here: http://www.mass.gov/dfwele/dfw/dfwpdf/dfwab06.pdf. I've been thinking of doing some squirrel hunting myself this year with the longbow.