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Best Restaurants that are Worth The Drive in Annapolis

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11 restaurants available nearby

A photo of Red Red Wine Bar restaurant
4.6
Exceptional(89)
Price: Expensive
• Contemporary American • Annapolis
Booked 17 times today
Casual contemporary American made-from-scratch cuisine focused on seasonal entrées, house-made pizzas, cheese and charcuterie boards. Extensive wines by the glass program with something for everyone including local, craft beer and seasonal craft cocktails. A cozy, Bohemian haunt where you and your crew can get away from it all or enjoy one of the biggest outdoor dining patios in downtown Annapolis.
A photo of Cafe Normandie restaurant
4.4
Awesome(2608)
Price: Moderate
• French • Annapolis
Booked 20 times today
Consistently voted "Most Romantic" restaurant, Cafe Normandie combines French cuisine with local Maryland specialities. A family business, we have been located in Historic Annapolis for 35 years.
A photo of Luna Blu - Annapolis restaurant
4.8
Exceptional(2450)
Price: Moderate
• Italian • Annapolis
Booked 17 times today
We opened in 2001 on the new up & coming hot spot of Inner West Street. We have grown into a neighborhood favorite among locals & tourists. Our cozy dining room with murals of the Amafi Coast is the perfect place for a date night or for making memories with friends & family. Offering innovative Italian fare prepared with a personal touch & the freshest local ingredients. All menu items are prepared fresh to order, this allows us to be very accommodating to food allergies. We have many options for vegans, pescatarians and gluten free diners.Wednesday & Saturday from May - Sept on West Street's 1st block we hold Dinner Under the Stars. All of the restaurants put tables & chairs under a light canopy, there is live music and dancing. We offer a 4 course special nightly, 1/2 priced bottle of we every Wednesday, Pizza & Wine pairing Tuesday & Thursday nights & bi weelky wine dinners.View our events & specials www.lunabluofannapolis.com Thanks for supporting local business!
A photo of Lewnes' SteakHouse restaurant
4.9
Exceptional(3603)
Price: Very Expensive
• Steakhouse • Annapolis
Booked 17 times today
The Lewnes family has been in the food business since 1921. Lewnes' Steakhouse opened in 1994, specializing in USDA prime beef and exquisite seafood dishes. With its high back booths, low-lit ambiance and a waitstaff that is dedicated to first class service, Lewnes' is the premier spot for special occasions or private dining. Lewnes' boasts a Wine Spectator "Best of Award of Excellence" award winning wine list with over 450 wine selections to pair with your meal.
A photo of Ruth's Chris Steak House - Annapolis restaurant
4.5
Awesome(2885)
Price: Expensive
• Steakhouse • Annapolis
Booked 41 times today
Expect nothing less than an extraordinary meal and first-class service from one of the most outstanding prime steak houses in the world: Ruth's Chris Steak House. Among the most distinctive dining destinations in the area. At Ruth's Chris Steak House your service will always be first class-attentive but never fussy.
A photo of Cooper's Hawk Winery & Restaurant - Annapolis, MD restaurant
4.5
Awesome(7202)
Price: Moderate
• American • Annapolis
Booked 101 times today
Experience the perfect fusion of award-winning wines, Napa-style tasting rooms, and modern casual dining at Cooper's Hawk Winery & Restaurants. Enjoy contemporary American cuisine influenced by international flavors from our scratch kitchen. Each dish is expertly paired with our selection of wines for the best food and wine match. Whether you explore the tasting room for a pre- or post-dinner adventure or join the world's largest wine club, we believe in the power of food and wine to create lasting connections. Dining reservations are highly recommended, but walk-in guests are always welcome on a first-come, first-serve basis. Gluten-free and vegetarian dishes are available.
A photo of Julep Southern Kitchen & Bar restaurant
4.5
Awesome(118)
Price: Moderate
• American • Annapolis
Booked 1 time today
Your spot for creative southern comfort food, house-made desserts, local craft beer, whiskey, and cocktails, located in Annapolis
A photo of Amalfi Coast Italian + Wine Bar restaurant
4.8
Exceptional(953)
Price: Moderate
• Italian • Stevensville
Booked 15 times today
Benvenuti! Join us for traditional southern Italian food with a focus on dishes from the sun-splashed Amalfi Coast. Featuring an array of mouth-watering pasta, fresh seafood, char-grilled flatbread and more.
A photo of 18Twenty restaurant
4.7
Exceptional(190)
Price: Expensive
• Contemporary American • Stevensville
Booked 3 times today
For an exclusive Valentine's Day private chef experience, please call or email the resort directly. dalmeida@kentislandresort.com https://www.kentislandresort.com/valentines-menu/
A photo of Donnelly’s Dockside restaurant
4.6
Exceptional(380)
Price: Moderate
• American • Arnold
Booked 8 times today
A neighborhood, family owned and operated restaurant and lounge located just off the Chesapeake Bay. Specializing in regional dishes and creative cuisine using only the freshest ingredients available. Serving Lunch, Dinner and Sunday Brunch Buffet.

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From verified diners like you
From verified diners like you
  • Rob
    Washington, D.C. Area •1 review
    5.0
    Dined 1 day ago
    Gordon Ramsay got a great CREW representing his name. We had an issue in the restaurant and they went above and beyond to take care of us; Especially my daughter! Food is outstanding, staff is excellent and we will be back for our 3rd time for our 12th anniversary!
    More info
    Gordon Ramsay Steak - Horseshoe Casino BaltimorePrice: Very Expensive• Steakhouse• Federal Hill
    4.3
  • Renia
    Washington, D.C. Area •7 reviews
    5.0
    Dined 1 day ago
    My husband and I went here for Valentines dinner and it was delicious! My seafood grits had flavored, fresh seafood packed in every bite and his steak was cooked medium to perfection. My daiquiri drink was refreshing. Ohhhh and the caramel cake, yum! All recommended by our attentive waiter, Eyo. Thanks for the chill vibes and food! We will be back!
    More info
    The Breakfast ClubPrice: Expensive• American• Silver Spring
    4.2
  • Bill
    Baltimore / Maryland •8 reviews
    5.0
    Dined 2 days ago
    Classic French food in a brasserie-like atmosphere. Nice affordable wine list with a varied menu and specials. Burrata starter, croque monsieur, and rockfish on focaccia with classic French salads. Like we’d gone back to St. Germain en Laye for lunch! A perfect Valentine’s Day outing.
    More info
    Cafe NormandiePrice: Moderate• French• Annapolis
    4.4
  • CatherineVIP
    Washington, D.C. Area •31 reviews
    5.0
    Dined on Jan 24, 2025
    While others have raved about t at The General Store, I had not eaten there in a few years and under new management and chef. Well...it lived up to what I had been told. I had shrimp and grits and outside of New Orleans, they are the best I've ever had. Tender, sweet shrimp and the sauce over the excellent grits was unlike any I have ever tasted on this dish or any other. Unique and scrumptious. My companion had the rack of lamb and loved it. The waitress was friendly and funny and never seemed stressed even though she handled many tables. She did it with aplomb. I think the decor and ambience are better than in past years, but the chairs are not comfortable, probably because they are the kind you would you use in the office break room. Strange, because the wooden tables were most attractive. That said, I can't wait to go back.
    More info
    t at The General StorePrice: Moderate• Contemporary American• St Michaels / Tilghman Island
    4.8
  • John
    New York City •24 reviews
    5.0
    Dined on Aug 22, 2024
    Great for a relaxing meal with friends. Enjoyed the food and service was inviting and efficient.
    More info
    Julep Southern Kitchen & BarPrice: Moderate• American• Annapolis
    4.5

Discover best worth the drive restaurants in Annapolis

Discover exceptional dining experiences in Baltimore and Greater Annapolis, Maryland, that are truly "worth the drive." This curated selection of restaurants across the region offers a diverse array of culinary delights, from fresh seafood on the Annapolis waterfront to unique international flavors and upscale American classics. Each establishment is renowned for its superb food quality, exceptional service, and inviting atmosphere, ensuring every meal is a memorable one. Whether you're a local or visiting, these dining spots provide more than just a meal; they offer a journey of gastronomic discovery and enjoyment. The dining scene in this area is vibrant and eclectic, catering to all tastes with a strong emphasis on quality and authenticity. These restaurants stand out not only for their distinctive menus but also for their commitment to providing a top-tier dining experience. If you're looking for a meal that justifies a scenic drive, look no further than these culinary gems in Baltimore and Greater Annapolis.

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