The Choptank

Boatyard Bar & Grill is a bustling nautical gem in Annapolis, serving unbeatable crab cakes, fresh oysters, and a relaxed vibe perfect for seafood lovers.

Vin 909 is a cozy Eastport gem serving creative farm-to-table American fare and outstanding pizzas, all paired with an impressive wine list.

Sofi's Crepes is a cozy spot in Annapolis where you can grab delightful, made-to-order crêpes filled with sweet and savory goodness, perfect for a sunny stroll by the water.

Nestled in Eastport, Forward Brewing is a cozy neighborhood spot serving artisanal beers and delicious bites, all in a laid-back, dog-friendly atmosphere.

Pip's is a low-key hot dog stand in downtown Annapolis, renowned for juicy cheesesteaks, outstanding chili dogs, and friendly service.

At this bustling spot near Ego Alley, you can dig into all-day breakfast and inventive comfort food while soaking up views of the harbor.

Nestled in downtown Annapolis, this cozy café offers a laid-back vibe with stellar coffee, hearty American bites, and live music to set the scene.

This cozy Irish pub in historic Annapolis serves hearty Gaelic fare and boasts an impressive whiskey selection, all wrapped in a warm, inviting atmosphere.

Leo is a cozy New American gem in Annapolis’ Arts District, showcasing seasonal, locally sourced delicacies in a stylish space that welcomes all.

Nestled above the bustling Chick & Ruth's Delly in the heart of Annapolis, this charming B&B boasts cozy, period-style rooms and a delightful complimentary breakfast.