Diners' Choice: Romantic restaurants in Greater Annapolis

OpenTable

Updated April 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 (3537)

$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

Theresa

Dined 2 days ago

Large menu selection with several specials. Food was delicious and service was excellent.

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4.9

4.9 (3644)

$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

JenniferCVIP

Dined 2 days ago

Absolutely amazing experience

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Ruth's Chris Steak House - Annapolis

4.7

4.7 (2902)

$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

EdwardVIP

Dined 2 days ago

We had an exceptional dinner tonight at Ruth’s Chris in Annapolis. We sat outside on the beautiful patio, and everything about the evening was perfect — from the atmosphere to the service to the incredible food. The steaks were absolutely top-tier, cooked perfectly and seasoned just right. The cocktails were equally impressive, well-crafted and balanced, and made the evening feel even more special. Service throughout the night was flawless. Susan, our server, took incredible care of us — attentive without being overbearing, and genuinely welcoming. A true highlight was her tableside preparation of bananas foster, which was both a show and a delicious finale to the meal. A special thanks as well to Danny and the management team for running such a seamless and hospitable operation. It’s clear they take pride in delivering a consistently excellent experience. Highly recommend dining here — and if you can, ask for a table on the patio and make sure to leave room for dessert!

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Carpaccio Tuscan Kitchen

4.7

4.7 (2377)

$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

JosephVIP

Dined 3 days ago

The food is always amazing Great Italian food choices Excellent service too

Acqua al 2 - Annapolis

4.7

4.7 (905)

$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

AbbeVIP

Dined 2 days ago

Fabulous birthday dinner celebration. Really enjoyed the wine and drinks. The tomato soup and tuna appetizers were outstanding. Pasta was amazing as always. Really enjoyed the fish, though it was a bit overcooked. The semifreddo was outstanding!! Really enjoyed the meal.

Chart House Prime - Annapolis

4.6

4.6 (7216)

$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

Christopher

Dined 2 days ago

The host was very friendly and he gave us a beautiful window table. Our server Taylor was great, full of energy and personality. Food was wonderful!

Harold Black - Annapolis

4.6

4.6 (72)

$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

OpenTable Diner

Dined on Mar 29, 2025

Great vibe & service, food delicious, music 10/10!

The Melting Pot - Annapolis

4.5

4.5 (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

Penny

Dined on Apr 14, 2025

The food was great, as always. The server knew his job and did it well. One of our favorite places.

Cafe Normandie

4.5

4.5 (2651)

$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

David

Dined 2 days ago

The grilled Angus steak was cooked to perfection and the glaze was scrumptious. Our waitress, Amanda, was excellent. A little pricey for the early bird special but the food was sooo good.

The Lodge Annapolis

4.4

4.4 (1188)

$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

Ricardo

Dined 2 days ago

Was taken to The Lodge Restaurant for my birthday and the dining experience was top notch! We were impressed with the ambiance and the service, and the meals were seasoned perfectly. The General Manager even presented a birthday card for a free appetizer on my next visit - which may be very soon!

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