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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 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 771 reviewsTripadvisor (771)
    $ | American
    196 Main St, Annapolis, MD 21401
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  • #2
    Vin 909 Winecafe
    #2 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 710 reviewsTripadvisor (710)
    $ - $$ | American, Pizza, Wine Bar
    909 Bay Ridge Ave, Annapolis, MD 21403-3029
    Read More »
  • #3
    Dry 85
    #3 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 242 reviewsTripadvisor (242)
    $ - $$ | American, Bar, Pub
    193B Main St, Annapolis, MD 21401-2006
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  • #4
    Light House Bistro
    #4 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 105 reviewsTripadvisor (105)
    $ - $$ | American
    202 West Street, Annapolis, MD 21401
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  • #5
    Kilwins
    #5 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 225 reviewsTripadvisor (225)
    $ | American
    128 Main St, Annapolis, MD 21401
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  • #6
    Sofi's Crepes
    #6 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 225 reviewsTripadvisor (225)
    $ | Cafe
    1 Craig St, Annapolis, MD 21401-1801
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  • #7
    Osteria 177
    #7 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 553 reviewsTripadvisor (553)
    $$ | Italian, Seafood
    177 Main St, Annapolis, MD 21401-2006
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  • #8
    O'Leary's Seafood Restaurant
    #8 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 443 reviewsTripadvisor (443)
    $$ | American, Seafood, Contemporary
    310 Third St Eastport, Annapolis, MD 21403-2510
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  • #9
    Jalapeno's
    #9 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 544 reviewsTripadvisor (544)
    $ - $$ | Mexican, Latin, Spanish
    85 Forest Drive Forest Plaza, Annapolis, MD 21401-3716
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  • #10
    Iron Rooster Annapolis
    #10 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 1378 reviewsTripadvisor (1378)
    $ - $$ | American, Bar
    12 Market Space, Annapolis, MD 21401-1816
    Read More »
  • #11
    Boatyard Bar & Grill
    #11 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 1729 reviewsTripadvisor (1729)
    $ - $$ | American, Bar, Seafood
    400 4th St, Annapolis, MD 21403-2504
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  • #12
    Lewnes'
    #12 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 457 reviewsTripadvisor (457)
    $$ | American, Steakhouse
    401 4th St, Annapolis, MD 21403-2503
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  • #13
    Mason's Famous Lobster Rolls
    #13 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 309 reviewsTripadvisor (309)
    $ - $$ | American, Seafood, Fast Food
    188 Main St, Annapolis, MD 21401-2008
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  • #14
    Miss Shirley's Cafe, Annapolis
    #14 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 701 reviewsTripadvisor (701)
    $ - $$ | American, Cafe
    1 Park Pl, Annapolis, MD 21401-3475
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  • #15
    Davis Pub
    #15 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 284 reviewsTripadvisor (284)
    $ - $$ | Bar, Pub, American
    400 Chester Ave, Annapolis, MD 21403-3205
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  • #16
    Carrol's Creek Cafe
    #16 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 1423 reviewsTripadvisor (1423)
    $ - $$ | American, Seafood
    410 Severn Ave, Annapolis, MD 21403-2524
    Read More »
  • #17
    Galway Bay
    #17 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 768 reviewsTripadvisor (768)
    $ - $$ | Irish, Bar, Pub
    63 Maryland Ave, Annapolis, MD 21401-1629
    Read More »
  • #18
    Chick and Ruth's Delly
    #18 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 1936 reviewsTripadvisor (1936)
    $ | American, Diner
    165 Main St, Annapolis, MD 21401-2064
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  • #19
    Dock Street Bar & Grill
    #19 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 365 reviewsTripadvisor (365)
    $ - $$ | American, Bar, Seafood, Pub, Gastropub
    136 Dock St, Annapolis, MD 21401-1803
    Read More »
  • #20
    Preserve
    #20 of 342 Places to Eat in Annapolis
    Tripadvisor Traveler Rating 4.5 based on 212 reviewsTripadvisor (212)
    $ - $$ | American
    164 Main St, Annapolis, MD 21401-2007
    Read More »

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