Annapolis Travel Guide

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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. Mike's Crab House and Cantler's are among some of the old favorites. For ice cream, the Annapolis Ice Cream Company is an unparalleled spot. If you're looking for a wine bar, you might try the well-reviewed Vin 909 Winecafe. Chick & 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
    Vin 909 Winecafe
    #1 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 707 reviewsTripAdvisor (707)
    $ - $$ | American, Pizza, Wine Bar
    909 Bay Ridge Ave, Annapolis, MD 21403-3029
    Read More »
  • #2
    Annapolis Ice Cream Co.
    #2 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 770 reviewsTripAdvisor (770)
    $ | American
    196 Main St, Annapolis, MD 21401
    Read More »
  • #3
    Light House Bistro
    #3 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 106 reviewsTripAdvisor (106)
    $ - $$ | American, Bar
    202 West Street, Annapolis, MD 21401
    Read More »
  • #4
    Dry 85
    #4 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 241 reviewsTripAdvisor (241)
    $ - $$ | American, Bar, Pub
    193B Main St, Annapolis, MD 21401-2006
    Read More »
  • #5
    Kilwins
    #5 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 223 reviewsTripAdvisor (223)
    $ | American
    128 Main St, Annapolis, MD 21401
    Read More »
  • #6
    Sofi's Crepes
    #6 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 223 reviewsTripAdvisor (223)
    $ | Cafe
    1 Craig St, Annapolis, MD 21401-1801
    Read More »
  • #7
    O'Leary's Seafood Restaurant
    #7 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 440 reviewsTripAdvisor (440)
    $$ | American, Seafood, Contemporary
    310 Third St Eastport, Annapolis, MD 21403-2510
    Read More »
  • #8
    Boatyard Bar & Grill
    #8 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 1724 reviewsTripAdvisor (1724)
    $ - $$ | American, Bar, Seafood
    400 4th St, Annapolis, MD 21403-2504
    Read More »
  • #9
    Osteria 177
    #9 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 552 reviewsTripAdvisor (552)
    $$ | Italian, Seafood
    177 Main St, Annapolis, MD 21401-2006
    Read More »
  • #10
    Iron Rooster Annapolis
    #10 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 1373 reviewsTripAdvisor (1373)
    $ - $$ | American, Bar
    12 Market Space, Annapolis, MD 21401-1816
    Read More »
  • #11
    Jalapeno's
    #11 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 543 reviewsTripAdvisor (543)
    $ - $$ | Mexican, Latin, Spanish
    85 Forest Drive Forest Plaza, Annapolis, MD 21401-3716
    Read More »
  • #12
    Miss Shirley's Cafe, Annapolis
    #12 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 699 reviewsTripAdvisor (699)
    $ - $$ | American, Cafe
    1 Park Pl, Annapolis, MD 21401-3475
    Read More »
  • #13
    Lewnes'
    #13 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 456 reviewsTripAdvisor (456)
    $$ | American, Steakhouse
    401 4th St, Annapolis, MD 21403-2503
    Read More »
  • #14
    Mason's Famous Lobster Rolls
    #14 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 303 reviewsTripAdvisor (303)
    $ - $$ | American, Seafood, Fast Food
    188 Main St, Annapolis, MD 21401-2008
    Read More »
  • #15
    Davis Pub
    #15 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 284 reviewsTripAdvisor (284)
    $ - $$ | American, Bar, Pub
    400 Chester Ave, Annapolis, MD 21403-3205
    Read More »
  • #16
    Galway Bay
    #16 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 766 reviewsTripAdvisor (766)
    $ - $$ | American, Irish, Bar, Pub
    63 Maryland Ave, Annapolis, MD 21401-1629
    Read More »
  • #17
    Carrol's Creek Cafe
    #17 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 1412 reviewsTripAdvisor (1412)
    $ - $$ | American, Seafood
    410 Severn Ave, Annapolis, MD 21403-2524
    Read More »
  • #18
    Preserve
    #18 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 210 reviewsTripAdvisor (210)
    $ - $$ | American
    164 Main St, Annapolis, MD 21401-2007
    Read More »
  • #19
    Dock Street Bar & Grill
    #19 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 365 reviewsTripAdvisor (365)
    $ - $$ | American, Bar, Seafood, Pub, Gastropub
    136 Dock St, Annapolis, MD 21401-1803
    Read More »
  • #20
    Chick and Ruth's Delly
    #20 of 348 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 1933 reviewsTripAdvisor (1933)
    $ | American, Diner
    165 Main St, Annapolis, MD 21401-2064
    Read More »

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