Pusser's Caribbean Grille

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

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.

This cozy, seasonal seafood spot offers fresh catches from the bay at picnic tables outside, making it a perfect low-key eatery for a breezy evening.

Level Lounge is a stylish, relaxed spot where you can indulge in imaginative New American small plates and craft cocktails, perfect for sharing.

RaR Brewing's Chessie's Wharf in Annapolis is your go-to spot for craft brews, tasty bites, and a vibrant outdoor patio that welcomes families and pups alike!

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.

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

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

Elegant, Georgian-style inn offering 3 refined rooms & suites, plus a tearoom & an old-world pub.

Bakers & Co. is a charming family-run bakery in Eastport serving up irresistible pastries, fresh breads, and coffee, but be ready to line up on weekends!