My dad used to take my sister and me with him to "The Club" on weekend afternoons. He was a member of the local VFW and he'd go up to drink and chat with his buddies. My sister and I ate hot dogs, played bumper pool, and generally had a great time. There were a couple other members who'd bring their kids sometimes, so there were other kids to hang out with. I can't imagine anyone these days taking their kids to a bar or social club to "hang out" while they hung out and drank with their friends, but I guess it was OK back then.
The other thing they used to do was take us out driving around while they were drinking. My sister and I LOVED to do this, thought it was the most incredible fun. My parents and a friend (Auntie Mac, sometimes she lived with us, sometimes not, turns out she was my grandfather's mistress for years and married him when my grandmother died) would mix half-gallon glass jugs of screwdrivers (OJ and vodka, typically 2 jugs), they'd get in the front seat and my sister and I'd pile in the back. No seat belts, of course; cars didn't have seat belts in the early-to-mid 60s. The adults would drink and drive around the back roads of York County, with my sister and me in the back, laughing and having a great time. Not sure why we loved it so much (especially as all 3 adults smoked- Daddy smoked CIGARS), but we did.
I also remember going to a few summer BBQs where the main meat was deer, shot illegally, out of season. So exciting to be part of the hush-hush, and to speculate on the "trouble" we were flirting with! There were also the occasions when "locals" would show up at the house with bushel baskets of "short" lobsters for us to buy. Once again, illegal, but exciting just the same!
Other than that, my parents did all the usual "horrifying" things that everyone else's parents did: Yelled at us when we were obnoxious, washed our mouths with soap for swearing, gave us the occasional butt-smack if we were really bad, let us ride bikes all over the place (helmets? unheard of for bikes), play wherever we wanted as long as it was in yelling distance ("Lee Ellllllllllllen, come hoooooooooooome!"), walk to the bus stop and wait there with the other kids but NO parents, have toys with strings and small parts and sharp pieces, no seat belts, etc.