Best Restaurants for Outdoor Dining in Annapolis

11 restaurants available nearby

A photo of Luna Blu - Annapolis restaurant

1. Luna Blu - Annapolis

4.8

Exceptional(2429)

Price: Moderate

• Italian • Annapolis

Booked 8 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

2. Rams Head Tavern - Annapolis

4.2

Awesome(1688)

Price: Moderate

• American • Annapolis

Booked 17 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.

3. Red Red Wine Bar

4.3

Awesome(82)

Price: Expensive

• Contemporary American • Annapolis

Booked 27 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.

4. Iron Rooster

4.3

Awesome(1013)

Price: Moderate

• Breakfast • Annapolis

Booked 12 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

5. Carpaccio Tuscan Kitchen

4.6

Exceptional(2324)

Price: Moderate

• Italian • Annapolis

Booked 37 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

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

4.4

Awesome(7102)

Price: Moderate

• American • Annapolis

Booked 94 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

7. Urbano - Annapolis

3.4

Very Good(25)

Price: Moderate

• Mexican • Annapolis

Booked 3 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

8. True Food Kitchen - Annapolis

4.5

Awesome(740)

Price: Moderate

• American • Annapolis

Booked 25 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

9. 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

10. 18Twenty

4.5

Awesome(173)

Price: Expensive

• Contemporary American • Stevensville

Booked 4 times today

Farm to table dishes, craft cocktails, and a cozy, upscale casual atmosphere.

See what locals rave about

From verified diners like you

A
AnitaVIP
Washington, D.C. Area •2 reviews
5.0
Dined 1 day ago
Cool vibe! Started in the stage, then down to the tavern bar, and then upstairs to dinner. Where else can you listen to music, historic bar !and them a tasteful dining room? Wonderful server, attentive in just the right way.
More info
Rams Head Tavern - AnnapolisPrice: Moderate• American• Annapolis
•
4.2
L
Lauren
Washington, D.C. Area •7 reviews
5.0
Dined 1 day ago
This was our second visit to Carpaccios and we're so glad we came back. The drinks were great, calamari appetizer was delicious and the lasagna bolognese and pork chops meals were scrumptious. Our server Kurt was friendly and professional.
More info
Carpaccio Tuscan KitchenPrice: Moderate• Italian• Annapolis
•
4.6
M
markVIP
New York City •17 reviews
5.0
Dined 3 days ago
Loved it! Delightful! Like a trattoria in Italy. We were there for lunch and the menu is a terrific mix of pasta, pizza, salads and more. I had the fish stew and it was perfect. Our server, tol, was excellent. I'm looking forward to dinner there soon.
More info
Luna Blu - AnnapolisPrice: Moderate• Italian• Annapolis
•
4.8
A
Alicia
Baltimore / Maryland •2 reviews
5.0
Dined on 14 Dec 2024
One of our favorite places to visit and now even more so in holiday season! It’s decorated sooo cute and festive throughout!
More info
Red Red Wine BarPrice: Expensive• Contemporary American• Annapolis
•
4.3
G
Gabriel
Baltimore / Maryland •5 reviews
5.0
Dined on 6 Dec 2024
Excellent food and service as always! Couldn’t recommend more!
More info
Iron RoosterPrice: Moderate• Breakfast• Annapolis
•
4.3

Explore OpenTable

Annapolis

Best Restaurants for Outdoor Dining in Annapolis

Price

Cuisine

Regions

Areas

Top Rated

Dining Options

Seating options

Accessibility

11 restaurants available nearby

1. Luna Blu - Annapolis

2. Rams Head Tavern - Annapolis

3. Red Red Wine Bar

4. Iron Rooster

5. Carpaccio Tuscan Kitchen

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

7. Urbano - Annapolis

8. True Food Kitchen - Annapolis

9. Julep Southern Kitchen & Bar

10. 18Twenty

See what locals rave about

Explore OpenTable