When you think of Old City, iconic cobblestone streets and historic landmarks may come to mind—but did you know it’s also home to some of Philly’s best nightlife? Beyond the well-known bars, Old City offers unique, under-the-radar spots that mix live music, themed cocktails, and dance floors that come alive at night. If you’re ready to shake up your usual plans, here’s where you need to go:

The best way to do brunch is to make it into an all day affair - am I right or am I right? For those who love to keep the party going long after the last bloody mary, and as day swaps places with night, these spots easily transition from sleepy morning vibes to late-night tomfoolery. We’re here for the spiked coffee, DJ sets, and even the rooftop cocktails (heated, of course), and these five Philly favorites know how to take brunch to the next level.

Has anyone else stepped outside today? Well, if you haven’t yet, DON’T. The rain is doing that cold- sideways-coming-down thing and the wind feels like it’s out to personally ruin your day. That being said, there’s only one fix on my mind and that is the fix of a warm cocktail. We’ve rounded up some of the best spots that know how to turn up the heat with drinks that are cozy, creative, and delicious.

Whiskey was basically invented for cold nights, and there’s nothing better than warming up with a solid whiskey flight. A well-curated flight lets you sample a variety of bold bourbons, spicy ryes, and smooth single malts, making it easy to find a new favorite.

If you love a good cocktail and have an affinity for unique experiences, pull up a bar stool because we've got some insights into a one-of-a-kind kinda night out. Each spot welcomes you into its own distinct world – a hidden speakeasy, a wizarding world, or a go-go bar are all on the table and within a mile (if that!) of each other here.