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Best Date Night Restaurants in Annapolis

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23 restaurants available nearby

A photo of Acqua al 2 - Annapolis restaurant
4.8
Exceptional(797)
Price: Expensive
• Italian • Annapolis
Booked 56 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 Osteria 177 restaurant
4.9
Exceptional(3441)
Price: Expensive
• Italian • Annapolis
Booked 23 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.
A photo of Luna Blu - Annapolis restaurant
4.8
Exceptional(2413)
Price: Moderate
• Italian • Annapolis
Booked 14 times today
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!
A photo of Harold Black - Annapolis restaurant
4.2
Awesome(66)
Price: Moderate
• Italian • Annapolis
Booked 13 times today
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 a light-fare menu with a selection of cured meats, cheeses and desserts. 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. 5. Given that Harlod Black is a cocktail bar, the age requirement for entering is 21. To buy out Harold Black for a private event or book our private dining room, please email events@haroldblack.com.
A photo of Cafe Normandie restaurant
4.6
Exceptional(2572)
Price: Moderate
• French • Annapolis
Booked 38 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 Red Red Wine Bar restaurant
3.8
Excellent(78)
Price: Expensive
• Contemporary American • Annapolis
Booked 9 times today
Casual contemporary American made-from-scratch cuisine focused on seasonal entrées, house-made pizzas, cheese and charcuterie boards. Extensive wines by the glass program with something for everyone including local, craft beer and seasonal craft cocktails. A cozy, Bohemian haunt where you and your crew can get away from it all or enjoy one of the biggest outdoor dining patios in downtown Annapolis.
A photo of Carpaccio Tuscan Kitchen restaurant
4.6
Exceptional(2313)
Price: Moderate
• Italian • Annapolis
Booked 38 times today
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.
A photo of Chart House Prime - Annapolis restaurant
4.6
Exceptional(7024)
Price: Expensive
• Seafood • Annapolis
Booked 75 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.
A photo of Ruth's Chris Steak House - Annapolis restaurant
4.6
Exceptional(2836)
Price: Expensive
• Steakhouse • Annapolis
Booked 40 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
4.9
Exceptional(3546)
Price: Very Expensive
• Steakhouse • Annapolis
Booked 29 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.

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See what locals rave about

From verified diners like you
From verified diners like you
  • matt
    Baltimore / Maryland •5 reviews
    5.0
    Dined 3 days ago
    Awesome across the board. Lamb was killer. Server was awesome. Feel bad I can’t recall his name but he was an Italian man. Loved everything
    More info
    Osteria 177Price: Expensive• Italian• Annapolis
    4.9
  • TMC3vip
    Virginia •11 reviews
    5.0
    Dined 6 days ago
    Service is excellent and attentive, the atmosphere is closer to NYC Manhattan than Annapolis which I love, cozy yet comfortable. Alternatively sit outside and you feel like you are in Europe! Excellent cocktails and bread service before dinner. The 4 course special includes an appetizer, a salad, an entree, and a dessert, a terrific value even if you need to take the dessert home with you after such a wonderful Italian meal. The quality and taste of the food is Luna Blu’s strongest suit, creative dishes and presentations that will leave you eagerly awaiting a return visit. Best Italian in Naptown by far!
    More info
    Luna Blu - AnnapolisPrice: Moderate• Italian• Annapolis
    4.8
  • Cory
    Washington, D.C. Area •7 reviews
    5.0
    Dined 6 days ago
    We had a great experience. The server gave me the wrong drink. When I pointed it out, she corrected the error quickly.
    More info
    Harold Black - AnnapolisPrice: Moderate• Italian• Annapolis
    4.2
  • Johnvip
    Washington, D.C. Area •8 reviews
    5.0
    Dined on Nov 14, 2024
    Excellent authentic Italian cuisine. Excellent wine selections — all Italian. Our waitress was perfect in her recommendations and contributions to a delightful evening. service was very attentive.
    More info
    Acqua al 2 - AnnapolisPrice: Expensive• Italian• Annapolis
    4.8
  • KathyZ
    Baltimore / Maryland •6 reviews
    5.0
    Dined on Nov 7, 2024
    It is such a lovely space, the food was delicious, the wine flights were creative and tasty. Even our Manhattan was superb. Really enjoyed our evening there and look forward to going again.
    More info
    Red Red Wine BarPrice: Expensive• Contemporary American• Annapolis
    3.8

Discover best date night restaurants in Annapolis

For a memorable date night in the picturesque settings of Baltimore, Annapolis or Greater Annapolis, our selection of restaurants offers a variety of romantic dining experiences. Each establishment is carefully chosen to enhance your special evening with a blend of ambiance, gourmet cuisine, and exceptional service. From intimate bistros to elegant eateries, the dining scene in these locations is vibrant and diverse, catering to different tastes and preferences. The atmosphere in these restaurants typically combines a cozy, inviting vibe with sophisticated decor, making them perfect for a night out with your significant other. Patrons can expect to enjoy a range of culinary delights, from fresh seafood caught in the Chesapeake Bay to expertly prepared international dishes. These restaurants not only promise a delightful meal but also a truly enchanting experience that makes any date night special. Discover the ideal spot for romance and fine dining in the heart of Maryland, where every meal is an occasion to remember.

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