northern berkshire here,(williamstown). we wheel and ride atvs all over within probably 20 mins max of my home. there is tons of trails with all different difficulties. some you have a VERY hard time making in a built jeep, some you could ride on a scooter. if you are ever in the area just ask someone with a lilfted rig, they can point you in the direction.
Patriot Jeepers, Inc formed in 2002 we are members on NOVA www.nova4x4.org Min tire 31" max tire 33"* as of 2011 Jeeps with Dana 44's
front and rear can run up to a 35" tire.
If you are ever down on Cape Cod, there is a local spot in Mashpee that we call the "back roads", tons of dirt roads, Sand pits, trails through the woods, right next to Otis Air Force base, my friends and I all go wheelin there, quads and dirtbikes too, A great spot and in the summer time we have 100+ pallet bonfires.