Mac has a great skateboard and longboard scene! You can be sure to catch people skating around campus, especially on nice days! Two people you might catch cruising on their longboards are Vishal and Andrew Catterine, the MSU President and VP-Finance, respectively.
Skating on school is allowed. You will probably get stopped for skating any sets or anything if the mac police come by, but that doesn't happen too much, especially in the summer. Don't skate downtown because the Hamilton police are strict with the 20-30 year old by-law that says no skateboarding in public or something. With that said, here is where to skate on and off campus!
Mac has a few skate spots worth mentioning. There's the two 3-sets in Mills plaza (see pic below) which can be skated consecutively or by ollieing over the curb into the ramp on the side. Then there's the 5-set right beside it in front of Gilmour Hall. Then there are the ledges in front of Thode Library, but I don't recommend skating there because it's a bait spot for police to come and I've heard bmxers getting tickets for trespassing and all (this might not effect you as a mac student but they will still bug you there). The parking lot in the south-west corner of campus also has a lot of manual pads but the ground is a bit rough there.
The best spot on campus is hands down the basketball court between T-28 and T-29, in front of the North Quad residences. I love flatground skating so this is a great spot for me to skate in between classes and when I have free time. I started skating here during 2nd semester last year and it's a great spot. Lots of smooth flatground, you can lower the tennis net to make it into an obstacle, there's a garbage can and bench, and I had brought a manual pad there last year but it's gone now. But, you can bring whatever you want there and just lean it against the fence and it won't be a problem to anyone. The police don't have an issue with you skating here at all. The only problem is the tennis players and basketball players have priorrity over you because it's not an official skating area, but this is rarely an issue.
Off campus near Mac, I haven't really explored much except the area behind my house, near Boston Pizza. There's a school behind Fortino's which has an alright ledge. Going down that street, you'll go to a community centre and park which has a sketchy pool which is barely skateable and fun for about 10 minutes lol.
There are lots of skateparks in Hamilton. The newest park is Turner skatepark
, and it is definitely the nicest one. It offers ledges, banks, rails, sets, and a nice bowl as well. There's a YMCA and a library right there so you can make a whole day trip out of going up the mountain (with Limeridge Mall near by as well!). Other parks include InFlow indoor skatpark in Dundas
, Rangatang indoor skatepark
near Eastgate Mall, the infamous Beasley Bowl skatepark downtown (this park is one of the first in Southern Ontario and is holds legendary status), Gage park skatepark downtown, and a few more. More info is here!!!
I'm always looking for people to skate on campus, so send me a message if you want to skate!