Annapolis MarylandRESTAURANTS & PLACES TO EAT


Listed below are some of the best restaurants and places to eat near Annapolis, Maryland.



1. Boatyard Bar & Grill

LIVELY BOATER'S HANGOUT


Boatyard Bar & Grill offers a nautical-themed dining experience that captures the spirit of Annapolis's maritime community. The menu features fresh seafood such as oysters, calamari, and house-made crab cakes, as well as classic American fare. With a casual ambiance and walls adorned with sailing memorabilia, it's a favorite for locals and boaters looking for a relaxed, friendly atmosphere.


2. Iron Rooster

ALL-DAY BREAKFAST FAVORITE


Iron Rooster is celebrated for its homestyle comfort food with an emphasis on breakfast served all day. The restaurant's menu includes popular dishes like homemade pop tarts, chicken and waffles, and signature stuffed French toast. Its inviting, casual setting makes it an ideal spot for a hearty meal any time, offering a welcoming vibe for families and friends.


3. O'Leary's Seafood Restaurant

UPSCALE SEAFOOD DINING


O'Leary's Seafood Restaurant is renowned for creative preparations of locally sourced seafood and a refined, coastal-inspired atmosphere. The menu highlights include fresh oysters, signature fish dishes, and an extensive wine list to complement the seafood. With an intimate and elegant ambiance, it is a perfect destination for special occasions or romantic dinners.


4. Carrol's Creek Café

WATERFRONT FINE DINING


Carrol's Creek Café boasts scenic waterfront views and specializes in elevated Chesapeake Bay cuisine. Menu highlights include award-winning crab cakes, seafood chowder, and grilled local fish, all served in a modern, elegant setting. Its spacious deck and panoramic windows create a tranquil backdrop for enjoying fresh, regional flavors.


5. Osteria 177

ELEGANT ITALIAN CUISINE


Osteria 177 offers a sophisticated Italian dining experience, blending classic recipes with contemporary touches. The menu features house-made pastas, fresh seafood, and expertly crafted desserts, all complemented by a curated wine selection. White tablecloths and attentive service set an upscale, romantic tone for guests seeking fine Italian food.



6. Chart House

PRIME WATERFRONT STEAKHOUSE


Chart House is a waterfront steakhouse known for its panoramic views and upscale yet approachable atmosphere. Guests enjoy expertly prepared steaks, fresh seafood, and signature dishes like prime rib and crab cakes, all in a stylish, modern space overlooking the harbor. Its floor-to-ceiling windows offer a memorable backdrop for dinner and drinks.


7. Galway Bay Irish Restaurant

TRADITIONAL IRISH PUB


Galway Bay Irish Restaurant immerses guests in authentic Irish hospitality with its cozy pub setting and hearty, traditional fare. The menu features shepherd's pie, corned beef and cabbage, and house specialties like Irish egg rolls, complemented by a robust whiskey selection. Its warm, wood-paneled interior and regular live music create a lively, welcoming environment for all.


8. Lewnes' Steakhouse

CLASSIC STEAKHOUSE EXPERIENCE


Lewnes' Steakhouse stands out as a family-owned destination for prime cuts of beef and timeless steakhouse sides. Guests can choose from tender filet mignon, ribeye, and classic accompaniments like creamed spinach, all served in a warm, traditional setting. The dark wood decor and attentive staff create a refined yet comfortable dining experience perfect for celebrations.


9. Luna Blu Ristorante Italiano

COZY ITALIAN RETREAT


Luna Blu Ristorante Italiano offers a charming, intimate setting for savoring authentic Italian cuisine in Annapolis. Specialties include homemade pastas, classic risottos, and signature tiramisu, bringing the flavors of Italy to the heart of the city. Its colorful decor and attentive service provide a warm, inviting atmosphere ideal for date nights or small gatherings.


10. Middleton Tavern

HISTORIC DINING LANDMARK


Middleton Tavern is one of Annapolis's oldest establishments, offering guests a historic ambiance with exposed brick walls and period furnishings. The menu is focused on classic Maryland seafood, such as crab cakes and oysters, and hearty American fare. Guests are treated to a unique blend of colonial charm, local history, and satisfying cuisine.