Diners' Choice: Romantic restaurants in Greater Annapolis

OpenTable

Updated June 05, 2025

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!

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 1 day ago

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

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4.9

4.9 (3677)

$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 2 days ago

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

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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 5 days ago

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.

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 3 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 5 days ago

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

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The Melting Pot - Annapolis

4.6

4.6 (2246)

$31 to $50

Fondue

Annapolis

About the restaurant

Melting Pot in Annapolis is a locally owned, romantic fondue restaurant offering an intimate, unique, and interactive dining experience. Voted 'Most Romantic Restaurant,' we are the go-to destination for couples, celebrations, families, and unforgettable nights out. Enjoy a cozy, private-table setting with attentive service, fine wines, and our signature four-course fondue experience. From rich, creamy cheese fondue to decadent chocolate fondue, every bite is crafted for a truly special evening. Our friendly servers guide you through each course, ensuring a seamless and enjoyable dining experience. Whether it’s date night, an anniversary, or a special occasion, dip into something fun and different, and make lasting memories at Melting Pot.

Top review

ErinVIP

Dined on Jun 1, 2025

Raee was fantastic! We had such a great time. The food was amazing as usual! The Annapolis location never disappoints. Everything is always wonderful. Thanks for having us! We will be back.

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 2 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.

The Lodge Annapolis

4.3

4.3 (1220)

$31 to $50

Contemporary American

Annapolis

About the restaurant

There’s nothing quite like enjoying a meal made with locally sourced ingredients while surrounded by the peacefulness of a countryside setting. The simplicity of rustic dining is refreshing, as it focuses on natural flavors and wholesome ingredients. Every bite is bursting with flavor and nutrient rich goodness. Not only does this type of cuisine satisfy our taste buds, it also provides us with a healthier and more sustainable way of eating.

Top review

chrisVIP

Dined 1 day ago

Nice service at bar during happy hour. Food was good but not outstanding.

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Popular dish

The Smash Burger

THE LODGE PASADENA

4.3

4.3 (68)

$30 and under

American

Pasadena

About the restaurant

Local Flavors, Rustic Charm
There’s nothing quite like enjoying a meal made with locally sourced ingredients while surrounded by the peacefulness of a countryside setting. The simplicity of rustic dining is refreshing, as it focuses on natural flavors and wholesome ingredients. Every bite is bursting with flavor and nutrient rich goodness. Not only does this type of cuisine satisfy our taste buds, it also provides us with a healthier and more sustainable way of eating.

Top review

DARLENE

Dined 3 days ago

This was our first visit to The Lodge, but it will not be our last. Everything was amazing, including our Server, Tori. Even the personal care shown by the management was exceptional. They take the number one spot on my recommendation list.

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