There's an Elks club course here that was built in 1899, and expanded to 9 holes in 1900. Its got some really crazy holes, the second hole is a short par 5 where the second shot falls down a 40 foot cliff about 80 yards from the green, so its totally blind. There's a bell you ring to signal to the group behind that you've cleared the green.
Its also got a horseshoe shaped par 5 that's only about 250 to the green, but you can't play it that way because of trees, but if you can hit a banana slice off the tee it should be pretty easy. I found it quite difficult in my first visit in 20 years a month ago or so, modern equipment doesn't lend itself well to much of a fade and I hit a 300 yard drive that probably didn't get me even 150 yards closer to the hole!
There's a 260 yard par 4 with a tiny little raised green and trouble all over the place that is a strategic mystery I've yet to solve. You can go for the green and risk trouble, you can lay up about 50 yards short and have a flat lie but a totally blind approach, or you can lay up 100 yards short and have a severely downhill and sidehill lie but have a clear view of the green.
The 8th hole has you teeing off across the driveway that's about 100 yards out, there's a sign at both ends of the road that tells you to watch for golfers before driving across the road. I think a duck hook could take out the windshields of the cars on the far edge of the parking lot, its a good thing I'm not a member there or I might need to take out some supplemental insurance just in case
Its got two new holes since I played it 20 years ago, they traded the city some land and built a new par 5 (nice hole) and a par 4 (OK hole) They got rid of a boring par 3 that's used as a practice hole now and a par 4 I can't remember, so the par went from 35 to 37 as a result.