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Diners' Choice: Good for special occasions restaurants in Greater Annapolis

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OpenTable
Updated July 05, 2024

Looking for the best special occasion restaurants 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!


A photo of Osteria 177 restaurant
4.9
4.9 (3348)
$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
Coreytree
Dined 1 day ago
The cocktails were good, the waiter was helpful, the wines were superb (with numerous affordable options) and the food was fab.
A photo of Lewnes' SteakHouse restaurant
4.8
4.8 (3464)
$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
RoslynnF
Dined 7 days ago
We had a delicious meal and our server was outstanding!We came back as we used to live in Annapolis and Lewnes was one of our favorite restaurants glad to find that some things don’t change same quality steaks,delicious sides and cozy atmosphere!Not to mention after sharing our story with our server she treated us to a yummy dessert and coffee very sweet and much appreciated!We will definitely come back next time in Annapolis!
A photo of Ruth's Chris Steak House - Annapolis restaurant
4.7
4.7 (2789)
$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
OpenTable Diner
Dined 6 days ago
Our waitress Jesse was awesome! Great service and great vibes!
A photo of Carpaccio Tuscan Kitchen restaurant
4.7
4.7 (2255)
$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
BethD4356
Dined 7 days ago
This is my favorite restaurant. The food is always good, the service impeccable and the specials are always something new and delicious. The evening entertainers are a pleasure. The cocktails expertly mixed. I highly recommend Carpaccios.
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A photo of Acqua al 2 - Annapolis restaurant
4.7
4.7 (724)
$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
OpenTable Diner
Dined 4 days ago
Service was amazing! Asked for a different table and they didn’t hesitate to move us (we wanted a booth :))- also so accommodating for any food and wine requests!
A photo of Cafe Normandie restaurant
4.5
4.5 (2507)
$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
RachelS
Dined 3 days ago
We had a great experience! The food was fast, hot, and delicious. Our server was very friendly and flexible when one member wanted to make a change to their order. We came early before it got busy, so there was hardly anyone there, and it was very quiet. I highly recommend it for brunch!
A photo of Chart House Prime - Annapolis restaurant
4.4
4.4 (6881)
$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
ThomasD
Dined 6 days ago
The service was impressive, and the food was wonderful. We had a great time.
A photo of Cooper's Hawk Winery & Restaurant - Annapolis restaurant
4.4
4.4 (6836)
$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
OpenTable Diner
Dined 2 days ago
Kitchen got my order wrong waiter was quick to get the kitchen to correct it and comp a portion of my meal
A photo of The Lodge Annapolis restaurant
4.4
4.4 (1075)
$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
Jacqueline
Dined 5 days ago
The Manager Chris was very helpful and accommodating. Great location and food was excellent.
A photo of O'Brien's Oyster Bar & Seafood Tavern restaurant
4.3
4.3 (416)
$30 and under
Seafood
Annapolis
About the restaurant
O’Brien’s Oyster Bar and Seafood Tavern is an Annapolis institution. We take pride in offering honest local Chesapeake cuisine in a comfortable setting. Our bar is legendary and well known in the boating and Naval Academy community. Our full menu is available until 10pm and we offer a late pub menu till closing. Check our calendar for after dinner music and entertainment.
Top review
OpenTable Diner
Dined on Jul 14, 2024
Great service! She was attentive and super nice. The food was amazing we started off with the calamari which was super fresh and the crab dip. I would say the crab dip was a bit too creamy for us but the bread served with it was nice and warm. We got a different items from the menu from the French dip (5 stars) to the honey garlic salmon( 10stars!!) and nothing disappointed. We came on a Sunday around 3 and were seated quickly and it wasn’t super busy especially since the euro cup was playing. We will definitely come back, great food for the price
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