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What to Eat in Annapolis

Owing to its idyllic perch on the harbor, you might guess that dining in Annapolis would be seafood-heavy. And you'd be right. Steamed crabs, in particular, are one of the city's specialties, and you can try them at any number of restaurants. Cantler's are among some of the old favorites. For ice cream, the Annapolis Ice Cream Company is a popular spot. If you're looking for a wine bar, you might try the well-reviewed Vin 909 WinecafeChick & Ruth's Delly is legendary, namely for their "colossal challenges," which involve downing a 6-pound milkshake or munching your way through a 3-pound sandwich. 

Find the Best Restaurants in Annapolis

  • #1
    Annapolis Ice Cream Co.
    #1 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 774 reviewsTripadvisor (774)
    $ | American
    196 Main St, Annapolis, MD 21401
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  • #2
    Vin 909 Winecafe
    #2 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 720 reviewsTripadvisor (720)
    $ - $$ | American, Pizza, Wine Bar
    909 Bay Ridge Ave, Annapolis, MD 21403-3029
    Read More »
  • #3
    Dry 85
    #3 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 246 reviewsTripadvisor (246)
    $ - $$ | American, Bar, Pub
    193B Main St, Annapolis, MD 21401-2006
    Read More »
  • #4
    Sofi's Crepes
    #4 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 227 reviewsTripadvisor (227)
    $ | Cafe
    1 Craig St, Annapolis, MD 21401-1801
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  • #5
    Kilwins
    #5 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 225 reviewsTripadvisor (225)
    $ | American
    128 Main St, Annapolis, MD 21401
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  • #6
    Osteria 177
    #6 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 561 reviewsTripadvisor (561)
    $$ | Italian, Seafood
    177 Main St, Annapolis, MD 21401-2006
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  • #7
    O'Leary's Seafood Restaurant
    #7 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 444 reviewsTripadvisor (444)
    $$ | American, Seafood, Contemporary
    310 Third St Eastport, Annapolis, MD 21403-2510
    Read More »
  • #8
    Jalapeno's
    #8 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 547 reviewsTripadvisor (547)
    $ - $$ | Mexican, Latin, Spanish
    85 Forest Drive Forest Plaza, Annapolis, MD 21401-3716
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  • #9
    Boatyard Bar & Grill
    #9 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 1750 reviewsTripadvisor (1750)
    $ - $$ | American, Bar, Seafood
    400 4th St, Annapolis, MD 21403-2504
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  • #10
    Light House Bistro
    #10 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 105 reviewsTripadvisor (105)
    $ - $$ | American
    202 West Street, Annapolis, MD 21401
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  • #11
    Iron Rooster Annapolis
    #11 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 1391 reviewsTripadvisor (1391)
    $ - $$ | American, Bar
    12 Market Space, Annapolis, MD 21401-1816
    Read More »
  • #12
    Lewnes' Steakhouse
    #12 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 464 reviewsTripadvisor (464)
    $$ | American, Steakhouse
    401 4th St, Annapolis, MD 21403-2503
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  • #13
    Carrol's Creek Cafe
    #13 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 1437 reviewsTripadvisor (1437)
    $ - $$ | American, Seafood
    410 Severn Ave, Annapolis, MD 21403-2524
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  • #14
    Mason's Famous Lobster Rolls
    #14 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 311 reviewsTripadvisor (311)
    $ - $$ | American, Seafood, Fast Food
    188 Main St, Annapolis, MD 21401-2008
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  • #15
    Davis Pub
    #15 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 287 reviewsTripadvisor (287)
    $ - $$ | Bar, Pub, American
    400 Chester Ave, Annapolis, MD 21403-3205
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  • #16
    Galway Bay
    #16 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 770 reviewsTripadvisor (770)
    $ - $$ | Irish, Bar, Pub
    63 Maryland Ave, Annapolis, MD 21401-1629
    Read More »
  • #17
    Chick and Ruth's Delly
    #17 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 1946 reviewsTripadvisor (1946)
    $ | American, Diner
    165 Main St, Annapolis, MD 21401-2064
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  • #18
    Preserve
    #18 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 218 reviewsTripadvisor (218)
    $ - $$ | American
    164 Main St, Annapolis, MD 21401-2007
    Read More »
  • #19
    Dock Street Bar & Grill
    #19 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 365 reviewsTripadvisor (365)
    $ - $$ | American, Bar, Seafood, Pub, Gastropub
    136 Dock St, Annapolis, MD 21401-1803
    Read More »
  • #20
    Miss Shirley's Cafe, Annapolis
    #20 of 341 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 708 reviewsTripadvisor (708)
    $ - $$ | American, Cafe
    1 Park Pl, Annapolis, MD 21401-3475
    Read More »

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