Charbar Co. has a beautiful pet friendly patio with a fire pit and music. Nice grassy area. In the summer they will be making dog treats and offering special dog ice cubes. Plenty of water on hand.
Up the Creek Pub & Grill is a casual waterfront dining on 2 outdoor decks overlooking Broad Creek Marina. Up the Creek is dog friendly (on a leash please) and even features a doggie menu!