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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
4.4
Awesome(1693)
Price: Moderate
• American • Annapolis
Booked 1 time 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
4.8
Exceptional(841)
Price: Expensive
• Italian • Annapolis
Booked 31 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
4.5
Awesome(2596)
Price: Moderate
• French • Annapolis
Booked 7 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(313)
Price: Moderate
• Gastro Pub • Annapolis
Booked 3 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
4.6
Exceptional(1477)
Price: Expensive
• Seafood • Annapolis
Booked 31 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 Iron Rooster restaurant
4.4
Awesome(1014)
Price: Moderate
• Breakfast • Annapolis
Booked 8 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 Ruth's Chris Steak House - Annapolis restaurant
4.6
Exceptional(2870)
Price: Expensive
• Steakhouse • Annapolis
Booked 22 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
4.4
Awesome(2487)
Price: Moderate
• American • Annapolis
Booked 6 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
4.6
Exceptional(448)
Price: Moderate
• Seafood • Annapolis
Booked 4 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.
A photo of 18Twenty restaurant
4.6
Exceptional(185)
Price: Expensive
• Contemporary American • Stevensville
Booked 4 times today
Farm to table dishes, craft cocktails, and a cozy, upscale casual atmosphere.

See what locals rave about

From verified diners like you
From verified diners like you
  • ClarkeVIP
    Baltimore / Maryland •32 reviews
    5.0
    Dined 2 days ago
    Another excellent lunch at Cafe Normandie. Top notch french onion soup and ratatouille crepe. Great service from our lovely waitress.
    More info
    Cafe NormandiePrice: Moderate• French• Annapolis
    4.5
  • Michelle
    Baltimore / Maryland •1 review
    5.0
    Dined 3 days ago
    My husband and I had dinner with friends at Fox’s Den last night and the food was outstanding. The lamb meatballs, fish and chips, stuffed shells, and pesto pasta were all flavorful and ideal for sharing among our group of four. Each dish was a hit, and the portions were generous without being overwhelming. Our friends had wine, my husband bourbon, and I enjoyed an espresso martini. The only downside to our experience was the noise level. We were seated in a corner, and while we were excited to catch up with friends visiting from out of town, it was challenging to hear each other without raising our voices. That said, the excellent food and warm ambiance made it a memorable evening.
    More info
    Fox's DenPrice: Moderate• Gastro Pub• Annapolis
    4.7
  • Erik
    Chicago / Illinois •9 reviews
    5.0
    Dined 3 days ago
    Our first visit to Baltimore and we chose Choptank for dinner. We got there about 10 minutes ahead of our reservation and were seated immediately. Service was prompt and professional. The food was delicious. We had the crab and chili oysters which were great. The Cioppino was on point. The flat iron steak was cooked perfectly. Great food. Great experience.
    More info
    The Choptank - AnnapolisPrice: Expensive• Seafood• Annapolis
    4.6
  • Lauren
    Baltimore / Maryland •9 reviews
    5.0
    Dined 5 days ago
    Our waiter, John, was great and so was my brie and chicken sandwich with pears and the deviled eggs too!
    More info
    Rams Head Tavern - AnnapolisPrice: Moderate• American• Annapolis
    4.4
  • Kayla
    Virginia •4 reviews
    5.0
    Dined on Jan 12, 2025
    Everything was perfect - from drinks, to appetizer, to main course, to dessert. Our waiter was very attentive and eager to make sure our experience was amazing.
    More info
    Acqua al 2 - AnnapolisPrice: Expensive• Italian• Annapolis
    4.8
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