Diners' Choice: Great for fine wines restaurants in Greater Annapolis

OpenTable

Updated June 05, 2025

Looking for restaurants with the most notable wine lists 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!

Osteria 177

4.9

4.9 (3571)

$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

RobertVIP

Dined 2 days ago

Excellent food and staff!! Amazing variety. Highly recommend!!

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4.9

4.9 (3678)

$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

Matthew

Dined 3 days ago

We Love this place. Food and service are the best.

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O'Learys Seafood Restaurant

4.8

4.8 (1935)

$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

OpenTable Diner

Dined on Jun 3, 2025

Every dinner has been excellent. The food is wonderful. It’s difficult to choose from the menu as everything has been excellent. Perhaps I’ll finally try the scallops on my next trip.

Luna Blu - Annapolis

4.8

4.8 (2493)

$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

SarrahVIP

Dined on Jun 8, 2025

Wonderful dinner with group of 8 people. Great service!

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Popular dish

Tiramisu

Ruth's Chris Steak House - Annapolis

4.7

4.7 (2916)

$31 to $50

Steakhouse

Annapolis

About the restaurant

Expect nothing less than an extraordinary meal and first-class service from one of the most outstanding prime steak houses in the world: Ruth's Chris Steak House. Among the most distinctive dining destinations in the area. At Ruth's Chris Steak House your service will always be first class-attentive but never fussy.

Top review

Vanessa

Dined 4 days ago

As always was a good experience. Thank you for a great Father’s Day.

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Acqua al 2 - Annapolis

4.7

4.7 (931)

$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

Dan

Dined 6 days ago

Great experience as always. Excellent service from Renaldo and the excellent food. Once of our regular spots.

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4.7

4.7 (132)

$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

CarolVIP

Dined on Jun 5, 2025

Love the food which is consistently wonderful. The service is outstanding. The noise level was very loud Don’t remember that before

Chart House Prime - Annapolis

4.5

4.5 (7262)

$31 to $50

Seafood

Annapolis

About the restaurant

Original Hospitality. Creative Culinary. Modern Energy.
Experience the evolution of dining with Chart House Prime - where sophistication meets trendsetting cuisine. Our approachable yet professional service, coupled with the finest ingredients, brings you the best in refined seafood and steakhouse cuisine with a unique fusion of elegance and vibrance, creating a truly remarkable experience.

Top review

Yvonne

Dined on Jun 10, 2025

Food is always amazing and service is outstanding especially Jordan, Cody and the manager Akim is very accommodating!

Cafe Normandie

4.5

4.5 (2671)

$30 and under

French

Annapolis

About the restaurant

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.

Top review

Dined 3 days ago

Simply OUTSTANDING!!!!! Tatiana was a pleasure. Perfect service. Wonderful food. Awesome French onion soup. Spicy shrimp appetizer very tasty and Chicken Normandy simply a dream to eat. Dessert was Apple Tarte Tartin yummy.

Cooper's Hawk Winery & Restaurant - Annapolis, MD

4.4

4.4 (7374)

$30 and under

American

Annapolis

About the restaurant

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.

Top review

JacquelineVIP

Dined 3 days ago

Had an enjoyable evening celebrating our 41at anniversary. Apps, entrees and dessert were on point. Prosecco, and red wines were really good. Service was amazing!

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Popular dish

Shrimp and Scallop Risotto

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