Diners' Choice: Neighbourhood gem restaurants in Greater Annapolis

OpenTable

Updated 05 November 2026

Looking for the best restaurants that are the best neighbourhood gems in Greater Annapolis? You’re in the right place. Each month, OpenTable analyses nearly 2 million global diner reviews from the past four months. We sort the results by location and category to help you discover new favourite restaurants. It's a great partnership: you book, eat, and review. We listen...and deliver the results for all to benefit. Enjoy!

Acqua al 2 - Annapolis

4.9

4.9 (1161)

$31 to $50

Italian

Annapolis

About the restaurant

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. Please note: A Labor of Love fee of 3% is added to all checks to support employee benefits.

Top review

Luis

Dined 7 days ago

Absolutely fantastic meal and service. It was wells worth a reservation! Every dish was perfect, so if you like Italian food, this is the place to go. Thank you for a wonderful birthday dinner!

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Popular dish

Lamb Papardelle

Experience

New Years Eve Pre-Fixe Dinner Menu

InGrano Restaurant and Events

4.9

4.9 (137)

$31 to $50

Global, International

Annapolis

About the restaurant

InGrano’s extension into the realm of fine dining is not just about crafting delectable dishes; it's a celebration of our expanding West Annapolis community. We recognize that the essence of exceptional dining experiences extends beyond the plate — weaving together the threads of shared moments, newly discovered flavors, and communal bonds.

The menu reflects several countries inspired by Chef Adam Pusateri’s travels and experiences in diverse kitchens. From Italian to Japanese and French influences, each dish reflects the essence of its cultural origin and offers a modern interpretation.

Our vision is to encourage the community to venture beyond their culinary comfort zones, enticing them to savor the unexpected.

Top review

John

Dined on 28 Oct 2026

Great evening...great food, excellent wine and good value

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Five - Course Chefs Tasting Menu

Luna Blu - Annapolis

4.7

4.7 (2735)

$30 and under

Italian

Annapolis

About the restaurant

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. Menu items are prepared fresh to order, which allows us to be very accommodating to food allergies. 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 bottles of wine every Wednesday, Pizza & Wine pairing Tuesday & Thursday nights & and bi-weekly wine dinners.

View our events & specials www.lunabluofannapolis.com

Thanks for supporting local business!

Top review

Julie

Dined 5 days ago

Whether it's in the cozy restaurant itself, outdoors on summer nights on West Street, or in our own home with take away, the food from Luna Blu is always exceptional, plentiful, and graciously served by their excellent staff. In the three years we've lived in Annapolis, this has been our go-to restaurant for Italian food and we've never been disappointed. Everything is absolutely delicious, from traditional dishes like Spaghetti al Ragu, to exciting entrees like Barramundi Caprese - there's something for everyone who loves truly good, thoughtfully prepared Italian food!

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Popular dish

Wild Boar Ragu

Experience

4 Course Dinner Special

Experience

Half priced bottles of wine

Ashling Kitchen & Bar

4.7

4.7 (1341)

$30 and under

American

Crofton

About the restaurant

What does Bruno Mars, John Legend, WWE / Vince McMahon, and Sebastian Maniscalco have in common? They’ve all eaten from Ashling's culinary team in the last couple months! We started out catering to the world's favorite celebrities, and now we cater to you every time you step into our restaurant, order a to-go meal, or have us cater your event or wedding. Ashling has you covered!

Come visit our needle in a haystack restaurant with some of the best ambiance in Anne Arundel County. We provide amazing food, generous portions, and quality service, while trying to showcase the magic happening behind the kitchen doors and cooking up all the food for backstage performances in the entertainment industry. Let’s not forget, we also have the “Star Room” that is great for your intimate gatherings!

Top review

Meloni

Dined 3 days ago

Awesome experience and food!!! Will be back again.

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Popular dish

Crispy Brussels Sprouts

Popular dish

Chicken & Waffles

Popular dish

Skillet Brownie Sundae

Parley Room

4.7

4.7 (26)

$31 to $50

American

Annapolis

About the restaurant

Pre-Prohibition era style cocktail bar. Located in historic downtown Annapolis next to State Capital Building inside the Capital Hotel Annapolis. Great patio for dining or lounging with cocktails. Fine dining level food with everyday prices and atmosphere. Parley Room offers classic and modern cocktails, in a classic cocktail bar atmosphere. For the last two years has won awards for best cocktail bar in the city and best cocktails. Parley Room is Fresh and Awesome, a must have experience in Annapolis.

Top review

Valerie

Dined 3 days ago

An hidden gem, small but mighty. Lovely food and a great cocktail list. Great staff! They even gave me an extra crème brûlée for dessert as it was my bday! Can’t wait to come back.

Firebirds Wood Fired Grill - Annapolis

4.5

4.5 (500)

$30 and under

American

Annapolis

About the restaurant

Firebirds Wood Fired Grill is your destination for bold flavors and warm hospitality. From expertly crafted wood-fired steaks and fresh seafood to signature cocktails, mocktails, and curated wines, every detail is designed to deliver an unforgettable dining experience. Whether you're gathering with family, hosting a client, or toasting to a special occasion, Firebirds offers elevated cuisine at an approachable price. Join us for Happy Hour at the FIREBAR® or on the patio and let us show you what extraordinary dining feels like. Reserve your table today — we can’t wait to serve you.

Top review

williamGold

Dined 7 days ago

We sat outside on the patio for an extended lunch. It was very comfortable , the food was excellent, and the service was outstanding

Positano Ristorante - Annapolis

4.5

4.5 (300)

$30 and under

Italian

Annapolis

About the restaurant

Handcrafted pasta and wood-fired pizza and the warm hospitality of Italy to your neighborhood. Fresh ingredients. Classic recipes

Top review

Jerry

Dined 2 days ago

Fabulous food at a reasonable price. We’ll be back!

Level Small Plates Lounge

4.3

4.3 (2328)

$30 and under

American

Annapolis

About the restaurant

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.

Top review

Alexandra

Dined 4 days ago

We are ordering those Brussels sprouts every time we go there, my husband and I have decided. They are so delicious! The shrimp on ciabatta were delicious! The mashed potatoes and broccolini were delicious! The short rib was yummy with the jous. The cocktails were great! The server was super friendly. Will definitely be returning,

O'Brien's Oyster Bar & Seafood Tavern

4.2

4.2 (552)

$30 and under

Seafood

Annapolis

About the restaurant

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.

Top review

Carl

Dined 2 days ago

Our meal at O'Brien's Oyster Bar & Seafood Tavern was excellent. The crabcake and rockfish were delicious, as was the crab dip appetizer. Highly recommend this restaurant!

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Augie’s Mussel House & Sports Bar

3.8

3.8 (70)

$30 and under

Sports Bar

Annapolis

About the restaurant

Located at Annapolis Town Center, Augie's Mussel House & Sports Bar is the area's go-to spot for game day and beyond. Dig into Belgian-inspired mussels and clams alongside sports bar favorites in a lively atmosphere built for fun — high top seating throughout, wall-to-wall screens, a private lounge for game viewing, a covered patio, and several dart boards for friendly competition. Reserve your table and come see what everyone's talking about.

Top review

Suzanne

Dined on 19 Sept 2026

This was our first experience at this restaurant and it was great! We tried two types of mussels (both excellent) and the mozzarella sticks as an appetizer (also yummy with great cheese pull!!). For entrees, two in our party had the cheesesteak, which I don’t think was spectacular as the bread was kinda soggy. I had the shrimp po’boy and it was good. Our server, I think Hannah?, was fantastic!! We’ll definitely go back for the mussels and to try other items on the menu.

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Experience

Augie's Private Room For Game Viewing

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