Best Casual Restaurants in Annapolis

19 restaurants available nearby

A photo of Acqua al 2 - Annapolis restaurant

1. Acqua al 2 - Annapolis

4.7

Exceptional(824)

Price: Expensive

• Italian • Annapolis

Booked 53 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(2429)

Price: Moderate

• Italian • Annapolis

Booked 33 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

4.7

Exceptional(307)

Price: Moderate

• Gastro Pub • Annapolis

Booked 13 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*

4. Red Red Wine Bar

4.3

Awesome(83)

Price: Expensive

• Contemporary American • Annapolis

Booked 16 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 Level Small Plates Lounge restaurant

5. Level Small Plates Lounge

4.6

Exceptional(2228)

Price: Moderate

• American • Annapolis

Booked 21 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.

6. Seasalt Annapolis

new

4.6

Exceptional(44)

Price: Expensive

• Seafood • Annapolis

Booked 27 times today

SEASALT is an ingredient driven seafood restaurant and raw bar located in the States Capital. We source fresh, seasonal, and sustainable fish, shellfish, meats, and produce. We thoughtfully and creatively make seafood dishes that have amazing global flavors. The SEASALT bar is a comfortable and friendly gathering place that serves award winning cocktails, curated spirits, wines, and beers. We like to say that we deliver all of this with true Irish hospitality and Southern charm.

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

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

4.4

Awesome(7109)

Price: Moderate

• American • Annapolis

Booked 130 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

8. Agave Mexican Restaurant & Tequila Bar - Annapolis

4.4

Awesome(134)

Price: Expensive

• Mexican • Annapolis

Booked 20 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

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

4.6

Exceptional(440)

Price: Moderate

• Seafood • Annapolis

Booked 16 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

10. True Food Kitchen - Annapolis

4.5

Awesome(740)

Price: Moderate

• American • Annapolis

Booked 23 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.

See what locals rave about

From verified diners like you

S
Susan
Washington, D.C. Area •5 reviews
5.0
Dined 1 day ago
Love this place. We had a large party n they provided the perfect space. Beautiful decorations and great service from Emily.
More info
Red Red Wine BarPrice: Expensive• Contemporary American• Annapolis
•
4.3
I
IleneVIP
London •198 reviews
5.0
Dined 2 days ago
The tuna tartar was wonderful and the filet mignon with blueberry sauce was exception. We had the Italian cheese cake for dessert and it was delicious.
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Acqua al 2 - AnnapolisPrice: Expensive• Italian• Annapolis
•
4.7
M
MICHAEL
Baltimore / Maryland •9 reviews
5.0
Dined 7 days ago
The service is always excellent here. The food is always special. A reasonable price for small plates, especially since they are always big enough to share a little, and often much bigger than that. The spicy pork belly was excellent. The fried oysters were great, too, and the big dish served two. The roasted Brussels sprouts were well caramelized and big enough to serve two. The lamb was tasty but could have used more sauce. An enjoyable evening.
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Level Small Plates LoungePrice: Moderate• American• Annapolis
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4.6
M
markVIP
New York City •17 reviews
5.0
Dined 7 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.
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Luna Blu - AnnapolisPrice: Moderate• Italian• Annapolis
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4.8
J
jeanne
Baltimore / Maryland •1 review
5.0
Dined on Dec 15, 2024
Alex was amazing! We got to briefly chat with Sam too. The communal feel from the servers always makes the experience so much better. We had the Marissa, Vincent, and Mediterranean salad. I’d repeat that exact order
More info
Fox's DenPrice: Moderate• Gastro Pub• Annapolis
•
4.7

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Annapolis

Best Casual Restaurants in Annapolis

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19 restaurants available nearby

1. Acqua al 2 - Annapolis

2. Luna Blu - Annapolis

3. Fox's Den

4. Red Red Wine Bar

5. Level Small Plates Lounge

6. Seasalt Annapolis

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

8. Agave Mexican Restaurant & Tequila Bar - Annapolis

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

10. True Food Kitchen - Annapolis

See what locals rave about

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