Best Romantic Restaurants in Parole

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodFrenchFondue

Regions

Baltimore SuburbsGreater AnnapolisMaryland - DC Suburbs

Areas

AnnapolisDavidsonvilleEdgewaterGambrillsSeverna Park

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeaway only

Seating Options

BarCounterStandardHigh TopOutdoor

Accessibility

Gender-neutral restroomWheelchair access

18 restaurants available nearby

A photo of Cooper's Hawk Winery & Restaurant - Annapolis, MD restaurant

1. Cooper's Hawk Winery & Restaurant - Annapolis, MD

4.5

Awesome(7239)

$$$$Price: Moderate

• American • Annapolis

Booked 63 times today

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.

A photo of The Melting Pot - Annapolis restaurant

2. The Melting Pot - Annapolis

4.3

Awesome(2243)

$$$$Price: Expensive

• Fondue • Annapolis

Booked 20 times today

The Melting Pot in Annapolis is a romantic restaurant because of its fun and interactive fondue dining experience, perfect for special occasions. Reviewers mention the relaxing atmosphere, attentive service, and delicious food, making it a great spot for a first date, anniversary dinner, or intimate conversation. As one reviewer put it, it's 'always a great place for a celebration or just a fun and different night out.'

A photo of Acqua al 2 - Annapolis restaurant

3. Acqua al 2 - Annapolis

4.7

Exceptional(874)

$$$$Price: Expensive

• Italian • Annapolis

Booked 34 times today

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.

A photo of The Choptank - Annapolis restaurant

4. The Choptank - Annapolis

4.6

Exceptional(1523)

$$$$Price: Expensive

• Seafood • Annapolis

Booked 62 times today

Local Chesapeake Seafood and Crabhouse featuring live entertainment, craft cocktails, carefully curated wine list, and the best scenic view of the Chesapeake in the region!

A photo of Chart House Prime - Annapolis restaurant

5. Chart House Prime - Annapolis

4.5

Awesome(7164)

$$$$Price: Expensive

• Seafood • Annapolis

Booked 52 times today

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.

6. Osteria 177

4.9

Exceptional(3514)

$$$$Price: Expensive

• Italian • Annapolis

Booked 37 times today

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.

7. Cafe Normandie

4.4

Awesome(2632)

$$$$Price: Moderate

• French • Annapolis

Booked 10 times today

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.

A photo of Ruth's Chris Steak House - Annapolis restaurant

8. Ruth's Chris Steak House - Annapolis

4.5

Awesome(2890)

$$$$Price: Expensive

• Steakhouse • Annapolis

Booked 19 times today

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.

A photo of Lewnes' SteakHouse restaurant

9. Lewnes' SteakHouse

4.9

Exceptional(3619)

$$$$Price: Very Expensive

• Steakhouse • Annapolis

Booked 15 times today

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.

A photo of Blackwall Hitch - Annapolis restaurant

10. Blackwall Hitch - Annapolis

4.5

Awesome(2508)

$$$$Price: Moderate

• American • Annapolis

Booked 17 times today

We can't wait for you to dine with us at Blackwall Hitch Annapolis! A dining experience blending the area’s finest in tastes & talents, Blackwall Hitch is a coastally inspired concept that creates a local connection. Here you’ll find seasonally driven and locally sourced food and spirits, great local music and the area’s friendliest staff and patrons. With each visit as you take in the local flavor, we guarantee you’ll be hooked in no time. Get hooked on the flavor.

‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you

OT
OpenTable Diner
New York City •3 reviews
5.0
Dined 3 days ago
Love this Chart House!! Best food, service and ambiance. Celebrate all our special events here.
More info
Chart House Prime - AnnapolisPrice: Expensive• Seafood• Annapolis
•
4.5
L
Lisa
Baltimore / Maryland •7 reviews
5.0
Dined 6 days ago
We had a really great time was not expecting it to be quite so busy and loud, but we will definitely be back
More info
The Melting Pot - AnnapolisPrice: Expensive• Fondue• Annapolis
•
4.3
OT
OpenTable Diner
Baltimore / Maryland •1 review
5.0
Dined 6 days ago
I love the food,wine, and laughter with my family.
More info
Cooper's Hawk Winery & Restaurant - Annapolis, MDPrice: Moderate• American• Annapolis
•
4.5
P
PattyVIP
Washington, D.C. Area •1 review
5.0
Dined 6 days ago
Wonderful experience- delicious, authentic Italian cuisine, gracious service and lovely atmosphere!
More info
Acqua al 2 - AnnapolisPrice: Expensive• Italian• Annapolis
•
4.7
M
Malene
Washington, D.C. Area •1 review
5.0
Dined on 3 Mar 2025
The food was delicious, the ambiance was serene and beautiful, the waitress was very knowledgeable and nice, and the food was delicious (yes, I said it again..LOL)
More info
The Choptank - AnnapolisPrice: Expensive• Seafood• Annapolis
•
4.6

Explore OpenTable

Area
Romantic

Parole

Reisterstown
Odenton
Bishopville
St Michaels / Tilghman Island
Long Neck
Locust Point
Crofton
Bel Air
Federal Hill
Downtown
Owings Mills
Lexington Park
Hanover
Towson
Rosedale
Essex
Southeast Baltimore
Hunt Valley
Ellicott City
Inner Harbor