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Well, you can look here to see if there are places near you. I took a look and there are a few trail areas, but some you need to be a member of aa club, which is not always a bad thing, and some are only seasonal. Either way, it is worth checking out. I hope it helps.

Don't get me wrong - I'm glad to have another person join the ranks, but . . .I don't understand why you bought him the bike in the first place though . . . where did you think he was going to ride it?
Unless you go to a motocross track (he'll get killed on a low budget pitbike, so don't even consider it), or have your own property or know someone who does, you're out of luck. Tug Hill (a good 4 hours from you) is the only legal place to ride trails in NY and I don't think your son would be allowed unless he's a certain age, and pretty sure kids need to take a safety course. They do for riding snowmobiles and ATV's, so I'm guessing it's the same for dirtbikes and I don't think NYS considers pitbikes to be dirtbikes. All machines need to be registered and have a visible plate as well.
There is a club out on LI that has trails (Long Island Recreational Trails Conservancy) that would be closer to you than Tug Hill, but that's about it and I believe there is a fee. (I live in upstate NY btw).

4 hrs drive to go and ride legally? Bugger that, that would kill me...
I like that you wanted the young fella on a bike too, it will be good for him, but it's gonna be tough to get him out on it.
I recommend joining a club to if you're in to it, it can be a great environment for kids.

Okay - I'm not sure what "riding down and dirty in the Bronx" meant but it doesn't sound like it's helping elevate the sport much, so I'm outta this thread
Since it's Xmas - search for Sullivan County ATV Association. Their zip 12701

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