Everyone has their own version of the perfect night out on the town. Maybe yours involves strolling quaint streets lined with bars, restaurants, and boutiques. If you're a gambler, you'll like taking in the action at Maryland's new and exciting casino into the wee hours of the night. That's what makes Annapolis and the Chesapeake Bay the perfect choice for nightlife: Whatever itinerary you imagine, we can make it happen. From cozy pubs to sleek modern gaming tables to waterfront patio cocktails, you'll find it all at one of our four entertainment districts. Click on any one of them to see what they have in store for you: Downtown Annapolis Anne Arundel Towne Centre, Arundel Mills, and Maryland Live! Casino.