The 30 Best Restaurants with wine lists in Annapolis, Maryland

Jolly Restaurant is a cozy and welcoming eatery located at 5399 Annapolis Road in Bladensburg, Maryland. Serving up delicious meals in a relaxed atmosphere, this restaurant is the perfect spot for a casual dining experience. From hearty breakfast options to flavorful lunch and dinner dishes, Jolly Restaurant offers a diverse menu to satisfy any craving. With friendly service and affordable prices, this family-owned establishment is a favorite among locals and visitors alike. Come enjoy a tasty meal at Jolly Restaurant today!

Bella Italia is a charming Italian restaurant located at 609b Taylor Avenue in Annapolis, Maryland. With a warm and inviting atmosphere, Bella Italia offers a delicious menu of authentic Italian dishes made with fresh, high-quality ingredients. From classic pasta dishes to mouth-watering pizzas and decadent desserts, there is something for everyone to enjoy at Bella Italia. Whether you're looking for a romantic dinner for two or a family-friendly meal, Bella Italia is the perfect place to experience the flavors of Italy in the heart of Annapolis. Come dine with us and taste the difference at Bella Italia.

Vizzinis is a charming Italian restaurant located at 1370 Cape Saint Claire Road in Annapolis, Maryland. Known for its delicious homemade pasta dishes, wood-fired pizzas, and traditional Italian cuisine, Vizzinis offers a warm and inviting atmosphere for diners to enjoy a memorable dining experience. With friendly staff and an extensive wine list, Vizzinis is the perfect spot for a romantic date night or a casual meal with friends and family. Come visit us and taste the flavors of Italy right here in the United States.

O B's Prime Steakhouse is a premier dining destination located at 111 Main Street in the charming city of Annapolis, Maryland. As a top-notch steakhouse, we offer the finest cuts of prime beef cooked to perfection, along with an extensive wine list and delicious sides to complement your meal. Our elegant and inviting atmosphere makes O B's the perfect spot for a romantic date night, a business dinner, or a special celebration. Come experience exceptional service and unforgettable flavors at O B's Prime Steakhouse.

Tuscan Prime Italian Chophouse & Dolce Bar is an upscale yet inviting restaurant located at 1905 Towne Centre Boulevard in Annapolis, Maryland. We specialize in serving award-winning modern Italian cuisine, steaks, and chops, all paired with a masterfully crafted wine list and craft cocktails. Our goal is to deliver superior service in a luxurious atmosphere. Our dress code is smart casual, and we have restaurant policies in place to ensure a pleasant dining experience for all guests. Reservations are recommended to guarantee a table at our establishment.

Vin 909 Winecafe is a charming and cozy establishment located in Annapolis, Maryland. Situated at 909 Bay Ridge Avenue, this wine bar and restaurant offers a unique dining experience with a focus on delicious food and a carefully curated selection of wines. The atmosphere is inviting and relaxed, making it the perfect spot for a casual meal or a special occasion. Whether you're looking to enjoy a glass of wine with friends or indulge in a gourmet meal, Vin 909 Winecafe has something for everyone. Come and experience the warm hospitality and exceptional cuisine that this establishment has to offer.

Dark Horse is a trendy and vibrant bar, food, and restaurant located at 985 Bay Ridge Road in Annapolis, Maryland. With its welcoming atmosphere and delicious menu offerings, Dark Horse is the perfect spot to gather with friends for a night out or enjoy a casual meal. The bar offers a wide selection of craft beers, cocktails, and wines to complement the mouthwatering food options. Whether you're looking for a cozy dinner or a lively happy hour, Dark Horse has something for everyone. Come and experience the unique charm of this popular establishment in the heart of Annapolis.