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Best Restaurants for Outdoor Dining in Annapolis

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11 restaurants available nearby

A photo of Luna Blu - Annapolis restaurant
4.8
Exceptional(2415)
Price: Moderate
• Italian • Annapolis
Booked 15 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 Rams Head Tavern - Annapolis restaurant
4.3
Awesome(1675)
Price: Moderate
• American • Annapolis
Booked 10 times today
For over 30 years, Rams Head has been an award-winning favorite serving creative tavern fare. Rams Head offers an outstanding happy hour, a legendary beer selection, and extraordinary live music 7 nights a week. Whether in one of the cozy dining rooms, the historic pub, or on the Wisteria-covered patio, you'll see why so many Annapolitans consider Rams Head their second home. .We do not accept reservations for outdoor dining. Have tickets to a show at Rams Head On Stage? If taking advantage of our FREE Premium On Stage Experience, please make note in the 'special request' section while making your reservation.
A photo of Red Red Wine Bar restaurant
3.8
Excellent(79)
Price: Expensive
• Contemporary American • Annapolis
Booked 5 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 Iron Rooster restaurant
4.2
Awesome(1011)
Price: Moderate
• Breakfast • Annapolis
Booked 5 times today
Whether you're looking for breakfast all day, lunch, supper or drinks, at Iron Rooster you'll find a new twist on traditional comfort food, legendary hospitality, and a real sense of community. Join us every day for breakfast, lunch, supper and late-night drinks. Whenever you're here, you'll enjoy delicious food, a cold drink, and an extra helping of hospitality.
A photo of Carpaccio Tuscan Kitchen restaurant
4.6
Exceptional(2319)
Price: Moderate
• Italian • Annapolis
Booked 11 times today
Comfortable, yet Sophisticated. CARPACCIO offers more than just a menu of authentic Italian specialties. Revel in our uptown ambiance indoors or out while you savor the perfectly portioned and exquisitely flavored pastas, pizzas, meats and seafood dishes. Experience downtown Annapolis on our fountain view patio and comfortably enjoy observing the passersby. Whether you’re meeting a friend for an appetizer and glass of wine or celebrating a family or corporate event, Carpaccio Tuscan Kitchen & Wine Bar combines flavour, service, authenticity, ambiance & style to bring you all the best that Italy has to offer.
A photo of Cooper's Hawk Winery & Restaurant - Annapolis, MD restaurant
4.4
Awesome(7060)
Price: Moderate
• American • Annapolis
Booked 100 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 Urbano - Annapolis restaurant
3.3
Good(23)
Price: Moderate
• Mexican • Annapolis
Booked 2 times today
Are you ready to embark on a flavor -packed journey through the heart of Mexico, right here in Annapolis Town Center? Urbano Tex Mex invites you to experience the vibrant colors, bold spices, and authentic tastes of Tex- Mex cuisine like never before.​At Urbano Tex Mex, we are passionate about bringing together the best of Texan and Mexican culinary traditions. Our chefs blend premium ingredients with time-honored recipes to create mouthwatering dishes that will tantalize your taste buds.
A photo of True Food Kitchen - Annapolis restaurant
4.5
Awesome(734)
Price: Moderate
• American • Annapolis
Booked 7 times today
True Food Kitchen is a chef-driven restaurant and scratch bar that was founded by Dr. Andrew Weil, the pioneer of integrative medicine, to provide food that tastes great and is good for you. Our menu features food and drinks crafted with nutrient-dense ingredients and carefully sourced proteins from the world’s most responsible and sustainable growers, farmers and producers. Expand your palate with our Edamame Dumplings, grab a bite of comfort food with our Grass-fed Burger or Lasagna Bolognese, or enjoy lighter fare with our O.G. Tuscan Kale Salad with Grilled Sustainable Salmon. Regardless of the occasion, we know our Annapolis guests leave feeling energized, satisfied and most importantly, feeling great. Located in Annapolis at Annapolis Town Center, at the corner of Harker Place and Town Centre Boulevard, across the street from Target. New flavors, new combinations, new obsessions. Come see us for something completely new and delicious.
A photo of Julep Southern Kitchen & Bar restaurant
4.5
Awesome(118)
Price: Moderate
• American • Annapolis
Booked 3 times today
Your spot for creative southern comfort food, house-made desserts, local craft beer, whiskey, and cocktails, located in Annapolis
A photo of 18Twenty restaurant
4.6
Exceptional(172)
Price: Expensive
• Contemporary American • Stevensville
Booked 1 time today
Farm to table dishes, craft cocktails, and a cozy, upscale casual atmosphere.

See what locals rave about

From verified diners like you
From verified diners like you
  • Skipvip
    Baltimore / Maryland •72 reviews
    5.0
    Dined 3 days ago
    Enjoyable pre-concert dinner on very festive West St. Menu offers so many choices as well as the flexibility to match a favorite sauce to an entree if you wish. We love the trademark outstanding service too!
    More info
    Luna Blu - AnnapolisPrice: Moderate• Italian• Annapolis
    4.8
  • Doreen
    Baltimore / Maryland •19 reviews
    5.0
    Dined 3 days ago
    The food at Carpaccio Tuscan Kitchen was DELICIOUS!!! Everyone in my group thoroughly enjoyed our meals. The ambiance was great and the service was the same. May our server was exceptional. She was very attentive and made sure we were taken care of. I would definitely come back.
    More info
    Carpaccio Tuscan KitchenPrice: Moderate• Italian• Annapolis
    4.6
  • Suzanne
    Baltimore / Maryland •3 reviews
    5.0
    Dined 7 days ago
    Ate dinner at the Rams Head Tavern prior to a show at the Rams Head On Stage. The dinner was not fancy or elegant, but it was perfect for a pre-show meal. I didn't feel stuffed, or uncomfortably full. There was a 10% discount since it was a pre-show reservation, and if you use Gotts Garage a QR code is provided for a discount on parking fees. AND, as a long-time Annapolitan and semi-frequent customer, I do believe the Rams Head Tavern has lowered their dinner prices post pandemic!
    More info
    Rams Head Tavern - AnnapolisPrice: Moderate• American• Annapolis
    4.3
  • L
    Los Angeles •4 reviews
    4.0
    Dined on Nov 18, 2024
    We had a mix of flights, glasses of wines, mixed cocktails and light bites. Lots of fun, unique interior, good value and great staff!
    More info
    Red Red Wine BarPrice: Expensive• Contemporary American• Annapolis
    3.8
  • Vicki
    San Francisco Bay Area •11 reviews
    5.0
    Dined on Oct 2, 2024
    Excellent reception, service and food. Old friends seeing each other after long absence. Restaurant was gracious giving us extended time to visit before and after eating. All four meals were delicious (crab cakes, chic sandwich, rockfish and watermelon salad). Accommodated special requirements of one diner for no alcohol (cooked or otherwise) with grace and generosity. We’d definitely go back when back in Annapolis.
    More info
    Iron RoosterPrice: Moderate• Breakfast• Annapolis
    4.2
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