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Best Historic Restaurants in Crownsville

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8 restaurants available nearby

How are Featured results ranked

A photo of The Choptank - Annapolis restaurant
4.6
Exceptional(1563)
Price: Expensive
• Seafood • Annapolis
Booked 49 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
4.5
Awesome(1715)
Price: Moderate
• American • Annapolis
Booked 12 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 Iron Rooster restaurant
4.5
Awesome(1007)
Price: Moderate
• Breakfast • Annapolis
Booked 10 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 Cafe Normandie restaurant
4.5
Awesome(2648)
Price: Moderate
• French • Annapolis
Booked 8 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
4.8
Exceptional(322)
Price: Moderate
• Gastro Pub • Annapolis
Booked 2 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 Blackwall Hitch - Annapolis restaurant
4.5
Awesome(2516)
Price: Expensive
• American • Annapolis
Booked 11 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
4.3
Awesome(456)
Price: Moderate
• Seafood • Annapolis
Booked 8 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 Historic Inns of Annapolis - Drummers's Lot Pub restaurant
Price: Moderate
• American • Annapolis
Coming Soon!

See what locals rave about

From verified diners like you
From verified diners like you
  • Elizabeth
    Baltimore / Maryland •1 review
    5.0
    Dined 2 days ago
    The service at the Tavern was amazing, and the mood was wonderful. My husband loved his fish and chips. I had the tavern burger, it was ok. They had a great line up of draft beers and the venue is connected right to Ramshead on Stage. Overall, we really enjoyed our dinner at the Tavern.
    More info
    Rams Head Tavern - AnnapolisPrice: Moderate• American• Annapolis
    4.5
  • KillerChef
    Philadelphia County •5 reviews
    5.0
    Dined 4 days ago
    1st Class service, remarkably fresh seafood and beautiful atmosphere.
    More info
    The Choptank - AnnapolisPrice: Expensive• Seafood• Annapolis
    4.6
  • LeeVIP
    Baltimore / Maryland •32 reviews
    5.0
    Dined 5 days ago
    Tatiana, ourserver was fantastic! The food, ad always, was great. A gem in Annapolis.
    More info
    Cafe NormandiePrice: Moderate• French• Annapolis
    4.5
  • DeniseVIP
    Baltimore / Maryland •51 reviews
    5.0
    Dined on Apr 4, 2025
    Fox’s Den has never disappointed. While it’s a limited menu, the choices are great! Top pizza place in Annapolis. Only negative is they don’t open till 5, 4 would be better!
    More info
    Fox's DenPrice: Moderate• Gastro Pub• Annapolis
    4.8
  • ecotaitVIP
    Washington, D.C. Area •66 reviews
    4.0
    Dined on Mar 9, 2025
    Cameron (our server) was great — efficient, timely and professional. southern greens starter was delicious. Old Fashioned was tasty— BUT the 8 oz glass came to me half full (and a lot of that was ice). There was about 1 oz of liquid. For $14, fill up that glass. We suggest ordering beer or wine. The rockfish entree was delicious (as was the asparagus). So was the chicken pot pie. Hostess was absolutely delightful .
    More info
    Iron RoosterPrice: Moderate• Breakfast• Annapolis
    4.5
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