9 Best Historic Restaurants in Maryland

9 restaurants available nearby

A photo of The Choptank - Annapolis restaurant

1. The Choptank - Annapolis

4.6

Exceptional(1448)

Price: Expensive

• Seafood • Annapolis

Booked 63 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 Rams Head Tavern - Annapolis restaurant

2. Rams Head Tavern - Annapolis

4.2

Awesome(1688)

Price: Moderate

• American • Annapolis

Booked 11 times today

For over 30 years, Rams Head has been an award-winning favorite serving creative tavern fare. Rams Head offers an outstanding happy hour, a legendary beer selection, and extraordinary live music 7 nights a week. Whether in one of the cozy dining rooms, the historic pub, or on the Wisteria-covered patio, you'll see why so many Annapolitans consider Rams Head their second home. .We do not accept reservations for outdoor dining. Have tickets to a show at Rams Head On Stage? If taking advantage of our FREE Premium On Stage Experience, please make note in the 'special request' section while making your reservation.

A photo of Acqua al 2 - Annapolis restaurant

3. Acqua al 2 - Annapolis

4.7

Exceptional(822)

Price: Expensive

• Italian • Annapolis

Booked 43 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 Blackwall Hitch - Annapolis restaurant

4. Blackwall Hitch - Annapolis

4.5

Awesome(2481)

Price: Moderate

• American • Annapolis

Booked 15 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.

5. Iron Rooster

4.3

Awesome(1013)

Price: Moderate

• Breakfast • Annapolis

Booked 13 times today

Whether you're looking for breakfast all day, lunch, supper or drinks, at Iron Rooster you'll find a new twist on traditional comfort food, legendary hospitality, and a real sense of community. Join us every day for breakfast, lunch, supper and late-night drinks. Whenever you're here, you'll enjoy delicious food, a cold drink, and an extra helping of hospitality.

6. Cafe Normandie

4.5

Awesome(2587)

Price: Moderate

• French • Annapolis

Booked 26 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

7. Ruth's Chris Steak House - Annapolis

4.6

Exceptional(2852)

Price: Expensive

• Steakhouse • Annapolis

Booked 30 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.

8. Fox's Den

4.7

Exceptional(307)

Price: Moderate

• Gastro Pub • Annapolis

Booked 4 times today

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*

A photo of O'Brien's Oyster Bar & Seafood Tavern restaurant

9. O'Brien's Oyster Bar & Seafood Tavern

4.6

Exceptional(439)

Price: Moderate

• Seafood • Annapolis

Booked 10 times today

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.

Best Historic Restaurants in Maryland

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9 restaurants available nearby

1. The Choptank - Annapolis

2. Rams Head Tavern - Annapolis

3. Acqua al 2 - Annapolis

4. Blackwall Hitch - Annapolis

5. Iron Rooster

6. Cafe Normandie

7. Ruth's Chris Steak House - Annapolis

8. Fox's Den

9. O'Brien's Oyster Bar & Seafood Tavern

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