Phildelphia Outfit

So next weekend I am headed to Philadelphia to visit some friends and family.  No set plans yet, but I definitely want to explore Center City and Old City and of course the Magic Gardens.  So I'm thinking I'll need to pack a great pair of rugged boots and the right layers to stay warm.   I like the idea of a knit dress under a chunky sweater and military jacket.  Cute, but practical and an interesting take on an urban explorer outfit, especially with some delicate jewelry, big sunnies and a bright colored hat.