I'm in Greenwood Lake, Orange County. The only legal trails near by are in Stokes State Forest, NJ. Nothing challenging but it's a nice drive on a weekend afternoon. From Brooklyn you can go down to the Pine Barron's in South Jersey. I've haven't been there yet. It looks all the good wheelin' in the Northeast is on private land run by Jeep Clubs. Unless you go to Raush Creek in PA, that place is great. It's hard to find anything using Google, it's very secretive. Join "New England Overland" on FB.
https://www.facebook.com/groups/621760444666471/ It's mostly Jeeps & Yota's & they have the good spots in Central Mass. The trails they consider easy recomend 35's & 1 locker. I got through everything with 33's open/open but I'd lying if I didnt admit to more than a few puckering situations! LOL
I kept up with guys on 35's & 37's but I didnt follow anyone with 40's & 42's, LOL or these Yota's down Black trails. The rocks were just too big.