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Check out the reading terminal market for food and drinks. It’s pretty unique. Also, hit up Pop’s skate park in Kensington. Be careful in that area at night though—it’s a day time spot anyway.
Thanks man! We’re definitely gonna try and hit Pop’s Park and thanks for letting me know when to head there is it usually a busy park?
There’s usually a ton of little kids from the neighborhood. Try to go during early school hours
Coolhats knows what they're talking about, it can be pretty hard to skate there when all the little kids are skating it. In all honesty you should probably go when it's busy though just to see the little kids, they're a completely different breed than any other child I have ever seen. I saw 13 year old white kid in a wife beater with a tattoo smoking a cig there once. It was pretty cool.
Depending on what part of the city there's tons of stuff to do. I back getting food and drinks at tattoo mom's. If you're in south philly and really enjoy an iconic dive bar, check out Rays Happy Birthday Bar. It's right by the cheesteak places/italian market, on the opposite side of the block from Gino's. You can still smoke in there and on friday nights they have a ridiculous karaoke. My personal favorite bar is the POPE (Pub on Passyunk East). Great beer list, great brunch. Get the chicken fried chicken with two over easy eggs, and all drafts are half off saturday and sunday morning from 11 am- 1 pm.
I moved a couple years ago but if your in South Philly there are still some diy ledges below 95 in between mifflin and morris. Also rizzo rink is down the street and covered by 95, if it rains and you want to skate the best flat ever. Also there's usually crates and garbage you can set up to skate there. It's behind a dunkin donuts, a beer store and a Vietnamese restaurant. These aren't the most ideal spots but they're covered and skateable if it rains.
Also if you go into either shop, Noc or Exit, someone will most likely point you into the right direction of something fun to skate.
Enjoy it. I love that city.
EDIT: Sorry I just realized I am pretty late to this so my suggestions were probably not helpful. Either way, hope you had a good time.