Vin 909 Winecafe'

Located on bustling Main Street, Preserve offers a cozy spot where pickled and fermented delights shine in creative American dishes—perfect for date night or casual dining.

Sweet Hearts Patisserie is Annapolis' go-to bakeshop for scratch-made European delights, offering everything from exquisite wedding cakes to monthly cupcake flavors.

Nestled in Annapolis's Arts District, Sailor Oyster Bar delights with fresh oysters, inventive small plates, and a lively, welcoming vibe.

Step into these elegant 18th and 19th-century inns across from the Maryland State House, where historic charm meets modern comfort and friendly vibes.

Davis’s Pub, a cozy neighborhood gem since the 1920s, boasts irresistible crab cakes and charming vibes, making it a must-visit in Annapolis.

Nestled in downtown Annapolis, this stylish hotel features chic rooms, a round-the-clock gym, and a casual bar, all just a stroll from the waterfront.

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

Chick & Ruth's Delly is a lively, vintage diner in Annapolis, known for its massive crab cakes and quirky decor, serving all-day breakfast and hearty sandwiches amidst a warm, bustling atmosphere.

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

The Museum of Historic Annapolis offers a compact yet rich dive into the city's past, showcasing captivating exhibits that blend history with modern culture.