Skip to main content

Diners' Choice: Romantic restaurants in Greater Annapolis

OpenTable

Updated 05 December 2024

Looking for restaurants that are the most romantic 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!

A photo of Osteria 177 restaurant

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

R

Rachel

Dined today

Always amazing Service. Excellent food. Definitely my favourite restaurant in Annapolis.

Discover more

A photo of Lobster Bisque of a restaurant

A photo of Caesar Salad of a restaurant

A photo of Lewnes' SteakHouse restaurant

Lewnes' SteakHouse

4.9

4.9 (3559)

$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

M

Mike

Dined 4 days ago

Great steaks, perfectly cooked. Lewnes’ never disappoints!

Discover more

A photo of Filet Mignon 13oz of a restaurant

Filet Mignon 13oz

A photo of Ribeye 16oz of a restaurant

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

M

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.

Discover more

A photo of Tiramisu of a restaurant

Pizza & Wine Pairing Menu

A photo of Copy of Prix Fixe Lunch for 2 with wine! of a restaurant

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 (822)

$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

JC

JoyC

Dined 1 day ago

Another spectacular meal! We love the intimate setting and delicious food.

Discover more

New Years Eve Menu

A photo of Valentine's Day of a restaurant

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

K

KenVIP

Dined on 14 Dec 2024

Great food, nice atmosphere great location would go back without a doubt

Discover more

A photo of Lobster Tail of a restaurant

A photo of New York Strip of a restaurant

A photo of Ribeye of a restaurant

A photo of Chart House Prime - Annapolis restaurant

Chart House Prime - Annapolis

4.6

4.6 (7055)

$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

J

Jim

Dined 4 days ago

First visit in a while, 1st for Prime. Great menu, 4 of us thought food and service was great. Will return soon !

Discover more

A photo of Hot Chocolate Lava Cake of a restaurant

Hot Chocolate Lava Cake

A photo of Prime Rib of a restaurant

A photo of Rock Fish of a restaurant

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

D

David

Dined on 12 Dec 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!

Discover more

A photo of Chicken of a restaurant

A photo of Cafe Normandie restaurant

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

M

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.

Discover more

A photo of Seafood Pasta of a restaurant

A photo of French Onion Soup of a restaurant

French Onion Soup

A photo of Trout Almondine of a restaurant

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

D

Dana

Dined 4 days ago

Emma was great, I ordered a turkey burger for the 1st time, my fries were cold, but they bought me out hot ones. I am used to the food and service being consistent. I met my friend there for gift exchange. We initially did not get a server to come to our table, I got Emma's attention, and she gladly took care of us. Her personality was awesome.

Discover more

A photo of Filet Mignon of a restaurant

A photo of Shrimp and Scallop Risotto of a restaurant

Shrimp and Scallop Risotto

A photo of Blackened Ahi Tuna of a restaurant

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

R

RalphVIP

Dined on 8 Dec 2024

We enjoyed our food and the service was great. We will definitely be back.

Explore Diners' Choice best of Greater Annapolis

Best Overall

Best Food

Best Service

Best Ambience

Best Value

Explore more Diners' Choice lists

Discover

Dining Rewards
Private Dining
Reserve for Others
Restaurants near me
Delivery near me

OpenTable

About Us
Blog
Careers
Press

More

OpenTable for iOS
OpenTable for Android
Affiliate Programme
Contact Us

Our sites

Businesses

Delight more diners
Restaurant Blog

Join us on

Privacy Policy
Terms of Use
Impressum
Cookies and Interest-Based Ads
Cookie Preferences

Copyright © 2024 OpenTable International Ltd. Alphabeta Building, 14-18 Finsbury Square, London EC2A 1AH - All rights reserved.

OpenTable is part of Booking Holdings, the world leader in online travel and related services.