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Best restaurants near me in Shady Side, MD

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977 restaurants available nearby

A photo of Cooper's Hawk Winery & Restaurant - Annapolis, MD restaurant
1. Cooper's Hawk Winery & Restaurant - Annapolis, MD
4.4
Awesome(7107)
Price: Moderate
• American • Annapolis
Booked 36 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 Choptank - Annapolis restaurant
2. The Choptank - Annapolis
4.6
Exceptional(1454)
Price: Expensive
• Seafood • Annapolis
Booked 38 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
3. Chart House Prime - Annapolis
4.6
Exceptional(7076)
Price: Expensive
• Seafood • Annapolis
Booked 62 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 Acqua al 2 - Annapolis restaurant
4. Acqua al 2 - Annapolis
4.7
Exceptional(823)
Price: Expensive
• Italian • Annapolis
Booked 25 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 Lewnes' SteakHouse restaurant
5. Lewnes' SteakHouse
4.9
Exceptional(3561)
Price: Very Expensive
• Steakhouse • Annapolis
Booked 12 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 Osteria 177 restaurant
6. Osteria 177
4.9
Exceptional(3463)
Price: Expensive
• Italian • Annapolis
Booked 17 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 Ruth's Chris Steak House - Annapolis restaurant
7. Ruth's Chris Steak House - Annapolis
4.6
Exceptional(2857)
Price: Expensive
• Steakhouse • Annapolis
Booked 20 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 Blackwall Hitch - Annapolis restaurant
8. Blackwall Hitch - Annapolis
4.5
Awesome(2484)
Price: Moderate
• American • Annapolis
Booked 10 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.
A photo of Carpaccio Tuscan Kitchen restaurant
9. Carpaccio Tuscan Kitchen
4.6
Exceptional(2326)
Price: Moderate
• Italian • Annapolis
Booked 13 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 Cafe Normandie restaurant
10. Cafe Normandie
4.6
Exceptional(2588)
Price: Moderate
• French • Annapolis
Booked 14 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.

Dining near Shady Side, MD at a glance

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Here are the most popular cuisines: American, Seafood, Contemporary American, Italian, Steakhouse and many more.

There are 446 restaurants on OpenTable in Baltimore / Maryland.

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