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Best Historic Restaurants in Annapolis

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12 restaurants available nearby

A photo of Rams Head Tavern - Annapolis restaurant
4.3
Awesome(1698)
Price: Moderate
• American • Annapolis
Booked 21 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
4.7
Exceptional(865)
Price: Expensive
• Italian • Annapolis
Booked 22 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 Cafe Normandie restaurant
4.4
Awesome(2611)
Price: Moderate
• French • Annapolis
Booked 12 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 Fox's Den restaurant
4.7
Exceptional(316)
Price: Moderate
• Gastro Pub • Annapolis
Booked 9 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 The Choptank - Annapolis restaurant
4.7
Exceptional(1505)
Price: Expensive
• Seafood • Annapolis
Booked 41 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 Ruth's Chris Steak House - Annapolis restaurant
4.5
Awesome(2887)
Price: Expensive
• Steakhouse • Annapolis
Booked 21 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 Iron Rooster restaurant
4.4
Awesome(1012)
Price: Moderate
• Breakfast • Annapolis
Booked 3 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.
A photo of Blackwall Hitch - Annapolis restaurant
4.4
Awesome(2495)
Price: Moderate
• American • Annapolis
Booked 13 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 O'Brien's Oyster Bar & Seafood Tavern restaurant
4.4
Awesome(452)
Price: Moderate
• Seafood • Annapolis
Booked 3 times today
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.
A photo of 18Twenty restaurant
4.6
Exceptional(192)
Price: Expensive
• Contemporary American • Stevensville
Booked 1 time today
For an exclusive Valentine's Day private chef experience, please call or email the resort directly. dalmeida@kentislandresort.com https://www.kentislandresort.com/valentines-menu/

See what locals rave about

From verified diners like you
From verified diners like you
  • Anthony
    Washington, D.C. Area •1 review
    5.0
    Dined 1 day ago
    From the pre show drinks and starters to the steak and wine the evening was perfect!!!
    More info
    Rams Head Tavern - AnnapolisPrice: Moderate• American• Annapolis
    4.3
  • Wendy
    Washington, D.C. Area •17 reviews
    5.0
    Dined 1 day ago
    We had another delicious meal here. The food is outstanding as was the service!
    More info
    Acqua al 2 - AnnapolisPrice: Expensive• Italian• Annapolis
    4.7
  • Zachary
    Washington, D.C. Area •3 reviews
    5.0
    Dined 2 days ago
    Place is amazing. The food is great! Pizza is some of the best in downtown Annapolis. Drink prices are good. Whoever plays the music here is awesome. I heard 3 people under the stairs songs and 3 gangstarr songs while we were there. I've never heard people under the stairs played in a bar before ever! They're my favorite hip hop group!
    More info
    Fox's DenPrice: Moderate• Gastro Pub• Annapolis
    4.7
  • Dwayne
    Baltimore / Maryland •1 review
    5.0
    Dined 2 days ago
    We visit Choptank often. It is our "go to" restaurant when we host guests. It is wonderful that Marco the manager always remembers us. He sees the reservation name and visits the table. The servers are always in a good mood and you feel welcomed. Our visit on the day after Valentines still served the Valentine limited menu. There was plenty to chose from. We started with Oysters that were wonderful. The only flaw in the meal was the stuffed baked potato was too salty. It was cold and rainy outside but the vibe inside was cozy. Highly recommend.
    More info
    The Choptank - AnnapolisPrice: Expensive• Seafood• Annapolis
    4.7
  • Bill
    Baltimore / Maryland •8 reviews
    5.0
    Dined 4 days ago
    Classic French food in a brasserie-like atmosphere. Nice affordable wine list with a varied menu and specials. Burrata starter, croque monsieur, and rockfish on focaccia with classic French salads. Like we’d gone back to St. Germain en Laye for lunch! A perfect Valentine’s Day outing.
    More info
    Cafe NormandiePrice: Moderate• French• Annapolis
    4.4
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