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:

It’s January, and you’ve probably hit that point where it’s so cold outside that all you want is a night out without  freezing your face off. It’s time to hit a spot with a cozy fireplace! Philadelphia’s got some incredible spots where you can sip on a cocktail, warm up by the fire, and pretend it’s not miserable outside. Here are 5 fireside bars to stop into when you want your drink with a big side of warmth.

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.

First dates can be nerve-wracking. You’re putting yourself out there, hoping to make a great impression while trying to figure out if there’s a connection. There’s the pressure of choosing the right place, making interesting conversation, and navigating potential awkward moments. We’re gonna take at least one of those things off your plate – we’ve rounded up the best bars in Philadelphia for a first date, so you can focus on getting to know each other without stressing about the venue. We’ve got the logistics—you bring the charm.

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.