Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Baltimore / Maryland

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

Red OpenTable logo
OpenTable
Updated January 05, 2025

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 (3474)
$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
Karen
Dined 1 day ago
Mauro (sp?) was our server and he was absolutely wonderful! All of the staff were very attentive and professional. We loved everything about our dinner. Thank you, Karen
A photo of Lewnes' SteakHouse restaurant
4.9
4.9 (3580)
$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
Horace
Dined 3 days ago
3rd time celebrating wife’s birthday! Steaks are amazing and consistently delicious! Looking forward to the next visit! Highly recommend!
A photo of Acqua al 2 - Annapolis restaurant
4.8
4.8 (838)
$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
Charles
Dined 5 days ago
Celebrated my birthday there and first time there. Great experience. Everything was spot on. Our server TJ was excellent and charming. Just a very nice night!
A photo of Fox's Den restaurant
4.7
4.7 (309)
$30 and under
Gastro Pub
Annapolis
About the restaurant
An american craft Gastropub concentrating on local and small batch beers, whiskey, spirits and hand crafted cocktails along with a brick oven menu with Wood Fired Pizza, shareable items, and small plates.

*Please note for online wait listed reservations do have a 5-10 min time frame to arrive for your reservation to be sat*

Top review
Carole
Dined 5 days ago
We loved the cozy vibe and our waiter was great. We went with his recommendations and loved our Caesar salad, duck fat fries, and pizza. The food was delicious and plentiful. We will be going back!
A photo of Ruth's Chris Steak House - Annapolis restaurant
4.6
4.6 (2867)
$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
Ronelle
Dined 6 days ago
Our waiter was knowledgeable and helpful with wine selections and the food was delicious!
A photo of Chart House Prime - Annapolis restaurant
4.6
4.6 (7103)
$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
Danny
Dined 1 day ago
It was great ! The 4:30 to 6 pm happy hr was a great value for food and drinks
A photo of Carpaccio Tuscan Kitchen restaurant
4.5
4.5 (2336)
$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
Megan
Dined 6 days ago
Our Server Meg was wonderful. Went above and beyond to make our evening enjoyable.
Discover more
A photo of Cafe Normandie restaurant
4.5
4.5 (2592)
$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
Joshua
Dined 6 days ago
The food and atmosphere are always impeccable. But the poor servers were hamstrung by being short staffed on a Saturday night. They were doing their best, and they were professional and responsive when they had 2 seconds. Not the usual for Cafe Normandie.
A photo of Blackwall Hitch - Annapolis restaurant
4.5
4.5 (2486)
$30 and under
American
Annapolis
About the restaurant
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.

Top review
danni
Dined on Dec 29, 2024
Delicious food with a variety of options and exceptional service. The staff was attentive and friendly, and the atmosphere was warm and inviting. Highly recommend for a great dining experience!
A photo of Cooper's Hawk Winery & Restaurant - Annapolis, MD restaurant
4.4
4.4 (7140)
$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
Kristina
Dined 1 day ago
Great experience with a wonderful server. She was attentive and allowed us to enjoy the meal and have conversations. The food was delicious and prepared very well. We both had mahi mahi. We had also done the wine tasting before had. Had a great time overall. I will be going back.
Explore Diners' Choice best of Greater Annapolis
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo