Best Casual Restaurants in Annapolis

18 restaurants available nearby

A photo of Acqua al 2 - Annapolis restaurant

1. Acqua al 2 - Annapolis

4.8

Exceptional(798)

Price: Expensive

• Italian • Annapolis

Booked 33 times today

Located in the heart of Annapolis, Acqua al 2 offers an authentic Tuscan dining experience. Featuring a wide array of vegetarian pasta, hand-carved steaks, and fresh seafood, as well as an extensive Italian wine list, Acqua is perfect for a celebratory dinner, an intimate date night, or a low key get-together with friends.

A photo of Luna Blu - Annapolis restaurant

2. Luna Blu - Annapolis

4.8

Exceptional(2414)

Price: Moderate

• Italian • Annapolis

Booked 14 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!

3. Fox's Den

4.8

Exceptional(302)

Price: Moderate

• Gastro Pub • Annapolis

Booked 3 times today

An american craft Gastropub concentrating on local and small batch beers, whiskey, spirits and hand crafted cocktails along with a brick oven menu with Wood Fired Pizza, shareable items, and small plates. *Please note for online wait listed reservations do have a 5-10 min time frame to arrive for your reservation to be sat*

A photo of Level Small Plates Lounge restaurant

4. Level Small Plates Lounge

4.7

Exceptional(2225)

Price: Moderate

• American • Annapolis

Booked 7 times today

Level was established as a locals first atmosphere with welcoming attitudes to all. Our cocktails are all handcrafted with fresh juices, mixes, and garnishes. One of the many things that makes us unique is our ability and commitment to source as many fresh ingredients locally from the State of Maryland and surrounding markets. We are dedicated to supporting the area small businesses, watermen, farmers, and the environment on a local and global level. Our small plates style of dining encourages this sense of community and sharing. Level is located on the second block of West Street known as the Arts District.

5. Red Red Wine Bar

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

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

4.4

Awesome(7060)

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 Agave Mexican Restaurant & Tequila Bar - Annapolis restaurant

7. Agave Mexican Restaurant & Tequila Bar - Annapolis

4.3

Awesome(128)

Price: Expensive

• Mexican • Annapolis

Booked 4 times today

RESERVATIONS: We are accepting dining reservations 30 days out, simply meaning today's date plus 30 days.CANCELLATION POLICY: If you cancel or no show within 12 hours of your reservation, your credit card will be charged $25/per person. (This includes updating guest count)All proceeds go towards the kitchen’s continued culinary education, research, and development.YOUNG GUESTS: We do not offer child seating (high chairs/booster seats) of any kind, nor a children’s menu, and we are unable to accommodate strollers in the dining room.Please feel free to bring your own portable dining chair(s) for your little one(s).PATIO: Our patio is located outside, along Annapolis Street, in West Annapolis.Most of our patio tables are in full sun, with a limited amount of tables in the shade.You may request a patio table, however it is not guaranteed. Please take note if you are uncomfortable with sun exposure and outdoor elements. Heaters are not provided in the fall through spring.

A photo of O'Brien's Oyster Bar & Seafood Tavern restaurant

8. O'Brien's Oyster Bar & Seafood Tavern

4.6

Exceptional(432)

Price: Moderate

• Seafood • Annapolis

Booked 6 times today

O’Brien’s Oyster Bar and Seafood Tavern is an Annapolis institution. We take pride in offering honest local Chesapeake cuisine in a comfortable setting. Our bar is legendary and well known in the boating and Naval Academy community. Our full menu is available until 10pm and we offer a late pub menu till closing. Check our calendar for after dinner music and entertainment.

A photo of True Food Kitchen - Annapolis restaurant

9. True Food Kitchen - Annapolis

4.5

Awesome(734)

Price: Moderate

• American • Annapolis

Booked 9 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.

10. Amore Robiolina

4.5

Awesome(95)

Price: Expensive

• Italian • Edgewater

Booked 4 times today

Welcome to Robiolina Amore, a culinary gem nestled in the heart of Edgewater, Maryland. Founded by the visionary Chef Canales, our restaurant is a testament to the passion and dedication of one man's love for authentic Italian cuisine. Here at Robiolina Amore, we take immense pride in our commitment to crafting homemade Italian dishes, ensuring that each bite is a delectable reflection of Italy's rich culinary heritage. Our pasta is lovingly handcrafted in-house, and our menu boasts extravagant Italian creations that will transport your taste buds to the heart of Italy. We offer not just a meal but an experience, with every dish served in a warm and welcoming atmosphere by a team that genuinely cares about your dining pleasure. Join us at Robiolina Amore, where Chef Canales' culinary artistry comes alive with every exquisite bite. Buon appetito!

See what locals rave about

From verified diners like you

S
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!
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Luna Blu - AnnapolisPrice: Moderate• Italian• Annapolis
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4.8
P
Philip
Baltimore / Maryland •4 reviews
4.0
Dined 3 days ago
The Amaroni was the worst I have ever tasted; I don't know why any restaurant would have this particular brand on their wine list.
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Acqua al 2 - AnnapolisPrice: Expensive• Italian• Annapolis
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4.8
L
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!
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Red Red Wine BarPrice: Expensive• Contemporary American• Annapolis
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3.8
T
TOSHKAvip
Baltimore / Maryland •14 reviews
5.0
Dined on Nov 16, 2024
What an excellent experience! The service was top notch, food was tasty and hot, and the ambiance was fun and pretty. My husband I ordered the crab lettuce wraps, lamb chops, beef kabobs, grilled oysters and tuna tartare… we’d give everything 5 stars. The only item we didn’t love was the crab bruschetta due to the amount of mayo but the bruschetta bread was soft and delicious and crab was fresh and abundant. We’ll definitely come back to this restaurant.
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Level Small Plates LoungePrice: Moderate• American• Annapolis
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4.7
M
Matthew
Washington, D.C. Area •7 reviews
4.0
Dined on Nov 1, 2024
Food and drinks fantastic! Way too loud to have a conversation.
More info
Fox's DenPrice: Moderate• Gastro Pub• Annapolis
•
4.8

Best Casual Restaurants in Annapolis

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18 restaurants available nearby

1. Acqua al 2 - Annapolis

2. Luna Blu - Annapolis

3. Fox's Den

4. Level Small Plates Lounge

5. Red Red Wine Bar

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

7. Agave Mexican Restaurant & Tequila Bar - Annapolis

8. O'Brien's Oyster Bar & Seafood Tavern

9. True Food Kitchen - Annapolis

10. Amore Robiolina

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