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Diners' Choice: Romantic restaurants in Greater Annapolis

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OpenTable
Updated December 05, 2024

Looking for restaurants that are the most romantic 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!


A photo of Osteria 177 restaurant
Osteria 177
4.9
4.9 (3461)
$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
Robyn
Dined on Dec 13, 2024
Absolutely phenomenal!! Osteria never disappoints and Dimitri was fabulous!! Amazing suggestions for wine, as well as entrees. Can’t wait until my next visit!!
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A photo of Lobster Bisque of a restaurant
Popular dish
Lobster Bisque
A photo of Caesar Salad of a restaurant
Popular dish
Caesar Salad
A photo of Lewnes' SteakHouse restaurant
Lewnes' SteakHouse
4.9
4.9 (3558)
$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
Mike
Dined 4 days ago
Great steaks, perfectly cooked. Lewnes’ never disappoints!
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A photo of Filet Mignon 13oz of a restaurant
Popular dish
Filet Mignon 13oz
A photo of Ribeye 16oz of a restaurant
Popular dish
Ribeye 16oz
A photo of Luna Blu - Annapolis restaurant
Luna Blu - Annapolis
4.8
4.8 (2429)
$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
markVIP
Dined 2 days ago
Loved it! Delightful! Like a trattoria in Italy. We were there for lunch and the menu is a terrific mix of pasta, pizza, salads and more. I had the fish stew and it was perfect. Our server, tol, was excellent. I'm looking forward to dinner there soon.
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A photo of Tiramisu of a restaurant
Popular dish
Tiramisu
A photo of Pizza & Wine Pairing Menu of a restaurant
Experience
Pizza & Wine Pairing Menu
A photo of Copy of Prix Fixe Lunch for 2 with wine! of a restaurant
Experience
Copy of Prix Fixe Lunch for 2 with wine!
A photo of Acqua al 2 - Annapolis restaurant
Acqua al 2 - Annapolis
4.7
4.7 (821)
$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
GeorgeS
Dined 2 days ago
Acqua al 2 is the is far an away our favorite meal in Annapolis. From a romantic dinner for two or a celebratory party of 6 - the energy and ambiance allows for magical evening every time.
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A photo of New Years Eve Menu of a restaurant
Experience
New Years Eve Menu
A photo of Valentine's Day of a restaurant
Experience
Valentine's Day
A photo of Ruth's Chris Steak House - Annapolis restaurant
Ruth's Chris Steak House - Annapolis
4.6
4.6 (2852)
$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
KenVIP
Dined on Dec 14, 2024
Great food, nice atmosphere great location would go back without a doubt
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A photo of Lobster Tail of a restaurant
Popular dish
Lobster Tail
A photo of New York Strip of a restaurant
Popular dish
New York Strip
A photo of Ribeye of a restaurant
Popular dish
Ribeye
A photo of Chart House Prime - Annapolis restaurant
Chart House Prime - Annapolis
4.6
4.6 (7052)
$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
Steven
Dined 2 days ago
Started with Hamachi Crudo, excellent with a bit of heat. Crispy Escargot on cremini mushrooms delicious, roasted Bone Marrow rich, Lobster Risotto tasty, and Wagyu Tomahawk Ribeye cooked to perfection and very tender. Everything was amazing. Sat at the bar and watched the very talented staff making exotic cocktails like a well oiled machine all while taking very good care of us.
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A photo of Hot Chocolate Lava Cake of a restaurant
Popular dish
Hot Chocolate Lava Cake
A photo of Prime Rib of a restaurant
Popular dish
Prime Rib
A photo of Rock Fish of a restaurant
Popular dish
Rock Fish
A photo of Carpaccio Tuscan Kitchen restaurant
Carpaccio Tuscan Kitchen
4.6
4.6 (2323)
$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
David
Dined on Dec 12, 2024
Carpaccio’s once again does not disappoint. I made a reservation on a Wednesday night and I’m glad I need as the restaurant was packed. We were immediately seated and served with water and the delicious pizza bread slices. The waiter took our drink and appetizer order within two minutes. We received our appetizer and dinner selections in record time as well as other tables receiving there orders moments before and after us. We are looking forward to our next visit to Carpaccio’s!
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A photo of Chicken of a restaurant
Popular dish
Chicken
A photo of Cafe Normandie restaurant
Cafe Normandie
4.5
4.5 (2587)
$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
Margaret
Dined 3 days ago
I absolutely love Cafe Normandie, it never disappoints. Today I took a friend for a birthday lunch, and it was lovely. For this visit, I rated it a 4 rather than a 5 because the escargot, while delicious, were short—out of a dozen, four had inaccessible fillings.
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A photo of Seafood Pasta of a restaurant
Popular dish
Seafood Pasta
A photo of French Onion Soup of a restaurant
Popular dish
French Onion Soup
A photo of Trout Almondine of a restaurant
Popular dish
Trout Almondine
A photo of Cooper's Hawk Winery & Restaurant - Annapolis, MD restaurant
Cooper's Hawk Winery & Restaurant - Annapolis, MD
4.4
4.4 (7100)
$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
Lois
Dined 4 days ago
We can during happy hour for wine and appetizers (shrimp, sliders and another). The food was excellent and the price was fine. Our server Jada was friendly , knowledgeable and professional )
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A photo of Filet Mignon of a restaurant
Popular dish
Filet Mignon
A photo of Shrimp and Scallop Risotto of a restaurant
Popular dish
Shrimp and Scallop Risotto
A photo of Blackened Ahi Tuna of a restaurant
Popular dish
Blackened Ahi Tuna
A photo of Latitude 38 Annapolis restaurant
Latitude 38 Annapolis
3.8
3.8 (328)
$30 and under
Seafood
Annapolis
About the restaurant
Waterfront Dining Downtown Annapolis
Now Open for Lunch, Dinner & Sunday Brunch.
Top review
RalphVIP
Dined on Dec 8, 2024
We enjoyed our food and the service was great. We will definitely be back.
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