Best Restaurants for Foodies in Annapolis

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodFrenchMexican

Regions

Baltimore SuburbsEastern ShoreGreater AnnapolisMaryland - DC Suburbs

Neighborhoods

AnnapolisArnoldDavidsonvilleEdgewaterPasadenaSeverna Park

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Accessibility

Wheelchair access

43 restaurants available nearby

How are Featured results ranked

A photo of Acqua al 2 - Annapolis restaurant

1. Acqua al 2 - Annapolis

4.7

Exceptional(935)

$$$$Price: Expensive

• Italian • Annapolis

Booked 31 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.

2. Osteria 177

4.9

Exceptional(3582)

$$$$Price: Expensive

• Italian • Annapolis

Booked 31 times today

Osteria 177 is the ultimate expression of an Italian tavern where the main attraction is imported delicacies of one-of-a-kind food and wine. Adorned by barreled wine, an Osteria would never lack the sought out local specialties, spices, cheeses, fish or meats. It was here that many people tried to alleviate life's stresses by numbering themselves with good food, good wine, and good company. The owner/chef of the Osteria would take the utmost pride in stocking these praised elements as the basis for mouthwatering meals, a delicious dance-for-all of the five senses. This is the basis for Osteria 177.

3. Fox's Den

4.8

Exceptional(327)

$$$$Price: Moderate

• Gastro Pub • Annapolis

Booked 7 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. Cafe Normandie

4.5

Awesome(2673)

$$$$Price: Moderate

• French • Annapolis

Booked 12 times today

Consistently voted "Most Romantic" restaurant, Cafe Normandie combines French cuisine with local Maryland specialities. A family business, we have been located in Historic Annapolis for 35 years.

A photo of Rams Head Tavern - Annapolis restaurant

5. Rams Head Tavern - Annapolis

4.4

Awesome(1741)

$$$$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.

A photo of Luna Blu - Annapolis restaurant

6. Luna Blu - Annapolis

4.7

Exceptional(2496)

$$$$Price: Moderate

• Italian • Annapolis

Booked 20 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 Level Small Plates Lounge restaurant

7. Level Small Plates Lounge

4.5

Awesome(2275)

$$$$Price: Moderate

• American • Annapolis

Booked 12 times today

Our menu is a fusion of Chesapeake and International flavors, crafted for sharing and inspired by the vibrant Arts District of Downtown Annapolis’ restaurant scene.By sourcing as many ingredients as possible from local and regional farms, our culinary team is able to create the unique dining experience you are craving. We strive to offer a diverse selection that includes gluten-sensitive and vegan options. Our legendary cocktails are handcrafted with fresh and house-made ingredients. Our mixologists pride themselves on creating memorable cocktails that compliment our cuisine and are sure to please every palette.From corporate events and birthday parties to wedding receptions and the actual ceremony, Level is the perfect venue to host your next celebration.In a world filled with distractions, we believe it’s vital to step back, gather with friends and family, and relish in the joy of sharing delicious local cuisine with unforgettable cocktails.

A photo of Harold Black - Annapolis restaurant

8. Harold Black - Annapolis

4.8

Exceptional(75)

$$$$Price: Moderate

• Italian • Annapolis

Booked 3 times today

Given that Harlod Black is a cocktail bar, the age requirement for entering is 21.Harold Black is a warm, intimate bar that is quiet enough to hear your conversation yet lively enough to keep you talking. A list of house cocktails gives you a range of options; additionally, the bartenders are ready to work their magic if you have something else in mind. Harold Black serves the same menu as Acqua with a couple of pub-style additions. Please be aware of a few house rules: 1. We look forward to having you join us and are happy to hold your table for up to fifteen minutes. 2. Your booking reserves your seats for 2 hours. 3. Due to our small size we cannot guarantee booth seating. 4. Our maximum party size is six people, no exceptions, and unfortunately we cannot book multiple tables for one group. To buy out Harold Black for a private event or book our private dining room, please email events@haroldblack.com.

A photo of The Choptank - Annapolis restaurant

9. The Choptank - Annapolis

4.6

Exceptional(1620)

$$$$Price: Expensive

• Seafood • Annapolis

Booked 65 times today

Local Chesapeake Seafood and Crabhouse featuring live entertainment, craft cocktails, carefully curated wine list, and the best scenic view of the Chesapeake in the region!

10. Iron Rooster

4.6

Exceptional(1010)

$$$$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.

See what locals rave about

From verified diners like you

R
Roseann
New York City •2 reviews
4.0
Dined 2 days ago
Excellent food as always, attentive service. It is a bit loud, and our waiter had a booming voice- perhaps to overcome atmosphere and noise. I confess we heard the menu, and his spiel multiple times at each surrounding table
More info
Acqua al 2 - AnnapolisPrice: Expensive• Italian• Annapolis
•
4.7
F
FredVIP
Baltimore / Maryland •7 reviews
5.0
Dined 3 days ago
Great italian food, and friendly service. It's a favorite.
More info
Osteria 177Price: Expensive• Italian• Annapolis
•
4.9
D
David
South Wales •1 review
4.0
Dined 7 days ago
The food was very good with a wide selection for all tastes. The server was excellent and her advice turned out to be spot on. Enjoyed the meal and the drinks and would certainly go again
More info
Cafe NormandiePrice: Moderate• French• Annapolis
•
4.5
S
Susan
Virginia •2 reviews
5.0
Dined on Jun 19, 2025
Good food great service before a great show! ……..
More info
Rams Head Tavern - AnnapolisPrice: Moderate• American• Annapolis
•
4.4
E
EmilyVIP
Washington, D.C. Area •19 reviews
5.0
Dined on Jun 14, 2025
Very good! Drinks were so reasonable and pizza was tasty.
More info
Fox's DenPrice: Moderate• Gastro Pub• Annapolis
•
4.8

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