Diners' Choice: Best Overall restaurants in Greater Annapolis

OpenTable

Updated July 05, 2025

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

InGrano Restaurant and Events

4.9

4.9 (11)

$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

JohnVIP

Dined 6 days ago

Our expectations were exceeded in our visit, given all that we’d heard. The restaurant is comfy and cozy inside. Our server, Kate, was very attentive, helpful and friendly. Every dish was a culinary masterpiece. The pasta was fresh and perfectly appointed. We’re truffle and garlic fans - so everything was well seasoned. The kicker were the dulce arancini! Never seen something like that - they were fantastic!

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Experience

Gastronome

Experience

Five - Course Chefs Tasting Menu

Osteria 177

4.9

4.9 (3587)

$31 to $50

Italian

Annapolis

About the restaurant

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.

Top review

Stacie

Dined 4 days ago

I love this restaurant. The food is incredible and fresh it reminds of my time in Italy. Our waiter was attentive and accurate with our order and provided exceptional service

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4.9

4.9 (327)

$30 and under

Gastro Pub

Annapolis

About the restaurant

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*

Top review

EmilyVIP

Dined on Jun 14, 2025

Very good! Drinks were so reasonable and pizza was tasty.

Lewnes' SteakHouse

4.8

4.8 (3692)

$50 and over

Steakhouse

Annapolis

About the restaurant

The Lewnes family has been in the food business since 1921. Lewnes' Steakhouse opened in 1994, specializing in USDA prime beef and exquisite seafood dishes. With its high back booths, low-lit ambiance and a waitstaff that is dedicated to first class service, Lewnes' is the premier spot for special occasions or private dining. Lewnes' boasts a Wine Spectator "Best of Award of Excellence" award winning wine list with over 450 wine selections to pair with your meal.

Top review

Nick

Dined 4 days ago

It was our 34Th wedding anniversary as we shared a quiet relaxing evening with a delicious evening dinner out together.

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4.8

4.8 (133)

$31 to $50

Italian

Edgewater

About the restaurant

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!

Top review

Jen

Dined 4 days ago

We're so glad we tried this new-ish Italian place for dinner with my mother-in-law in Edgewater! The service was excellent, the atmosphere quite good for what they have to work with, and the food was the best Italian food I've had outside of Italy. The only reason I didn't give the food 5 stars is because there were no vegetarian or vegan options for the entrees. As someone who likes to limit their meat intake for health, humane and sustainability reasons, I would frequent this place more often if there were at least one vegetarian and one vegan choice for dinner. I was happy to see some for the appetizers (we had the delicious portobello mushrooms) and salads, and these would definitely work for a lunch.

Harold Black - Annapolis

4.8

4.8 (75)

$30 and under

Italian

Annapolis

About the restaurant

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.

Top review

Nikol

Dined on Jun 13, 2025

Such a cute spot, completely hidden so it took us a minute to figure out where to go but that just added to the whole experience. We thoroughly enjoyed the drinks, service was amazing, food was great too but we only had appetizers. Highly recommend this spot.

O'Learys Seafood Restaurant

4.8

4.8 (1943)

$50 and over

Seafood

Edgewater

About the restaurant

O’Learys Seafood Restaurant is arguably the best fresh-fish seafood restaurant in the region, and without a doubt the best seafood restaurant in Annapolis. Located off of Spa Creek facing Historic Annapolis and the U.S. Naval Academy, in the historic Eastport section of Annapolis, O’Learys is an intimate haunt that offers seafood cuisine that is strictly nouveau/fresh, along with “the best small wine list in Annapolis”!

Top review

Cheryl

Dined on Jun 26, 2025

Enjoyed our large family gathering! Our server was attentive and the food was tasty. Unfortunately some of the menu options that were listed were no longer available but we were all happy with what we ended up selecting.

Luna Blu - Annapolis

4.7

4.7 (2499)

$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. 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!

Top review

DAVID

Dined 4 days ago

Always enjoy our visits to Luna Blu. All enjoyed their food: Seafood Fra Diavolo, Vitello Val D’Aosta, and Penne Mare E Monte. Dining Under the Stars with a band and singer made the warm summer evening perfect.

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Popular dish

Tiramisu

Carpaccio Tuscan Kitchen

4.7

4.7 (2413)

$30 and under

Italian

Annapolis

About the restaurant

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.

Top review

MikeVIP

Dined 1 day ago

Caroline did a great job of service we got the tuna special appetizer snapper special and the scallop casino all excellent make a reservation and have a great dinner !!

Acqua al 2 - Annapolis

4.7

4.7 (940)

$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.

Top review

CathyVIP

Dined 6 days ago

Delicious food, fun cocktails, and great service!

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