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

OpenTable

Updated 05 March 2025

Looking for restaurants with the most notable wine lists 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!

Osteria 177

4.9

4.9 (3514)

$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

OpenTable Diner

Dined 3 days ago

Fantastic food and service, is a great “special occasion” restaurant destination.

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4.9

4.9 (3619)

$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

Claudia

Dined 3 days ago

Always a wonderfully, delicious meal with exceptional service!

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4.8

4.8 (120)

$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

TimVIP

Dined 7 days ago

The space gets very noisy very quickly which is a good problem for them to have - not much can be done about that. Veal Osso Bucco in Edgewater is a wonderful thing. ;)

Acqua al 2 - Annapolis

4.7

4.7 (874)

$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

PattyVIP

Dined 6 days ago

Wonderful experience- delicious, authentic Italian cuisine, gracious service and lovely atmosphere!

Carpaccio Tuscan Kitchen

4.6

4.6 (2357)

$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

tressam

Dined 6 days ago

Excellent branzino and pasta puttanesca! Delicious martinis and friendly professional service!

Red Red Wine Bar

4.6

4.6 (94)

$31 to $50

Contemporary American

Annapolis

About the restaurant

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.

Top review

Paul

Dined 7 days ago

Nicely decorated dining room, not too loud. The service was good, and we enjoyed the cobb salad and crab cake melt for reasonable prices. The double chocolate cake was outstanding.

Chart House Prime - Annapolis

4.5

4.5 (7164)

$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

OpenTable Diner

Dined 3 days ago

Love this Chart House!! Best food, service and ambiance. Celebrate all our special events here.

Cooper's Hawk Winery & Restaurant - Annapolis, MD

4.5

4.5 (7239)

$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

OpenTable Diner

Dined 6 days ago

I love the food,wine, and laughter with my family.

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Popular dish

Shrimp and Scallop Risotto

4.4

4.4 (2632)

$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

ElizabethVIP

Dined 7 days ago

Our food and service were absolutely amazing. Of course Jean Louis is amazing!!!!

Latitude 38 Annapolis

3.7

3.7 (338)

$30 and under

Seafood

Annapolis

About the restaurant

Waterfront Dining Downtown Annapolis
Now Open for Lunch, Dinner & Sunday Brunch.

Top review

OpenTable Diner

Dined 6 days ago

This was the 2nd time we ate dinner here. Both times food was amazing and waitress was very nice. Accommodated my Gluten Allergy and even had a GF dessert. Very much impressed with this restaurant and will be back again.

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