Chessie's Wharf

Chessie’s Wharf is a welcoming, down-to-earth spot where the rhythms of Annapolis feel a little softer and a touch more content. Nestled just off Melvin Avenue, this gathering place carries the easygoing hum of neighbors catching up over craft brews and thoughtfully prepared comfort food. Here, the pace slows enough for genuine smiles and genuine conversation, whether you’re perched at the bar or settled in at a booth.

Walking through the door, you’re met with a casual, lively vibe—something between the buzz of a hometown hangout and the calm assurance of a place where the kitchen knows its craft. The atmosphere is defined by good company and familiar flavors, with the local spirit woven into each moment.

The menu feels like a celebration of Chesapeake Bay character, where hearty burgers bear the signature Chessie burned into their buns and seafood favorites pay quiet homage to the water nearby. The thoughtful pairing of vibrant beers, many brewed by the local RAR team, adds a layer of warmth and connection to the experience. From tangy wings tinged with Old Bay to crispy fish and chips, every dish invites you to settle in and savor with ease.

For those drawn in by the craft beer selection, Chessie’s Wharf offers more than just variety. It’s a place that brings the energy of Eastern Maryland’s brewing culture to a familiar neighborhood setting, making each sip feel like a shared moment among friends. Whether it’s the fruity sours, richly hopped IPAs, or the playful crushes, drinks here echo the thoughtful hospitality that anchors the whole experience.

Whether you're here to catch a game, meet up for a casual meal, or simply enjoy a well-crafted beer, Chessie’s Wharf carries the spirit of a friendly local spot where the details matter, but the overall feeling is one of relaxed belonging. It’s not about rush or spectacle—it’s about good flavors, familiar faces, and the ease of a place that feels like part of the community.