Best Restaurants for Outdoor Dining in Maryland

9 restaurants available nearby

A photo of Cooper's Hawk Winery & Restaurant - Annapolis, MD restaurant

1. Cooper's Hawk Winery & Restaurant - Annapolis, MD

4.4

Price: Moderate

• American • Annapolis

Booked 71 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

2. Urbano - Annapolis

3.3

Good(23)

Price: Moderate

• Mexican • Annapolis

Booked 5 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

3. True Food Kitchen - Annapolis

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. Julep Southern Kitchen & Bar

4.5

Awesome(118)

Price: Moderate

• American • Annapolis

Booked 2 times today

Your spot for creative southern comfort food, house-made desserts, local craft beer, whiskey, and cocktails, located in Annapolis

5. Iron Rooster

4.2

Awesome(1011)

Price: Moderate

• Breakfast • Annapolis

Booked 4 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

6. Carpaccio Tuscan Kitchen

4.6

Exceptional(2319)

Price: Moderate

• Italian • Annapolis

Booked 18 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 Luna Blu - Annapolis restaurant

7. Luna Blu - Annapolis

4.8

Exceptional(2416)

Price: Moderate

• Italian • Annapolis

Booked 9 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

8. Rams Head Tavern - Annapolis

4.3

Awesome(1676)

Price: Moderate

• American • Annapolis

Booked 14 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.

9. Red Red Wine Bar

3.8

Excellent(79)

Price: Expensive

• Contemporary American • Annapolis

Booked 7 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.

See what locals rave about

From verified diners like you

S
Stevevip
Baltimore / Maryland •31 reviews
5.0
Dined 1 day ago
Service was excellent as always although a few times they cleared plates away too quickly. Food and wine was great too and we always enjoy a few wine samples as well, one of the few places that does this.
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Cooper's Hawk Winery & Restaurant - Annapolis, MDPrice: Moderate• American• Annapolis
•
4.4
R
Rachel
Los Angeles •17 reviews
5.0
Dined 1 day ago
Food was so amazingly good, from the roasted cauliflower to the tender and flavorful steak. The service was friendly and helpful, modifying the chef's menu for our vegetarian with shellfish allergy guest. And the overall enviroment was warm, welcoming, and cozy. My only complaint is that the experience is so good that no one wants to leave their tables! Like a great family dinner. Thank you
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Zaytinya - DCPrice: Expensive• Mediterranean• Penn Quarter
•
4.7
C
Christinavip
Washington, D.C. Area •62 reviews
5.0
Dined 6 days ago
Excellent food - like really excellent. I would say a bit pricey for lunch, but the menu is the same for lunch and dinner. It is worth paying a little more for really high quality ingredients!
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True Food Kitchen - AnnapolisPrice: Moderate• American• Annapolis
•
4.5
M
Millie
San Francisco Bay Area •7 reviews
4.0
Dined on Oct 27, 2024
We were pleasantly surprised at how yummy everything was. Our server was also very good. We will be back!
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Urbano - AnnapolisPrice: Moderate• Mexican• Annapolis
•
3.3
J
John
New York City •23 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

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9 restaurants available nearby

1. Cooper's Hawk Winery & Restaurant - Annapolis, MD

2. Urbano - Annapolis

3. True Food Kitchen - Annapolis

4. Julep Southern Kitchen & Bar

5. Iron Rooster

6. Carpaccio Tuscan Kitchen

7. Luna Blu - Annapolis

8. Rams Head Tavern - Annapolis

9. Red Red Wine Bar

See what locals rave about

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