Annapolis Travel Guide

USA  #9 in Best Cheap Summer Vacations
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Courtesy of Sean Pavone/Getty Images/iStockphoto

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 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 679 reviewsTripAdvisor (679)
    $ - $$ | American, Pizza, Wine Bar
    909 Bay Ridge Ave, Annapolis, MD 21403-3029
    Read More »
  • #2
    Annapolis Ice Cream Company
    #2 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 751 reviewsTripAdvisor (751)
    $ | American
    Main Street, Annapolis, MD 21401
    Read More »
  • #3
    Dry 85
    #3 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 225 reviewsTripAdvisor (225)
    $ - $$ | American, Bar, Pub
    193B Main St, Annapolis, MD 21401-2006
    Read More »
  • #4
    Sofi's Crepes
    #4 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 217 reviewsTripAdvisor (217)
    $ |
    1 Craig St, Annapolis, MD 21401-1801
    Read More »
  • #5
    Jalapeno's
    #5 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 527 reviewsTripAdvisor (527)
    $ - $$ | Mexican, Latin, Spanish
    85 Forest Drive Forest Plaza, Annapolis, MD 21401-3716
    Read More »
  • #6
    Iron Rooster Annapolis
    #6 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 1308 reviewsTripAdvisor (1308)
    $ - $$ | American, Bar
    12 Market Space, Annapolis, MD 21401-1816
    Read More »
  • #7
    O'Leary's Seafood Restaurant
    #7 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 414 reviewsTripAdvisor (414)
    $$ | American, Seafood, Contemporary
    310 Third St Eastport, Annapolis, MD 21403-2510
    Read More »
  • #8
    Boatyard Bar & Grill
    #8 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 1622 reviewsTripAdvisor (1622)
    $ - $$ | American, Bar, Seafood
    400 4th St, Annapolis, MD 21403-2504
    Read More »
  • #9
    Kilwins
    #9 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 212 reviewsTripAdvisor (212)
    $ | American
    128 Main St, Annapolis, MD 21401-2003
    Read More »
  • #10
    Osteria 177
    #10 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 525 reviewsTripAdvisor (525)
    $$ | Italian
    177 Main St, Annapolis, MD 21401-2006
    Read More »
  • #11
    Mason's Famous Lobster Rolls
    #11 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 295 reviewsTripAdvisor (295)
    $ - $$ | American, Seafood, Fast Food
    188 Main St, Annapolis, MD 21401-2008
    Read More »
  • #12
    Miss Shirley's Cafe, Annapolis
    #12 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 659 reviewsTripAdvisor (659)
    $ - $$ | American, Cafe
    1 Park Pl, Annapolis, MD 21401-3475
    Read More »
  • #13
    Lewnes Steakhouse
    #13 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 437 reviewsTripAdvisor (437)
    $$ | American, Steakhouse
    401 4th St, Annapolis, MD 21403-2503
    Read More »
  • #14
    Davis Pub
    #14 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 269 reviewsTripAdvisor (269)
    $ - $$ | American, Bar, Pub
    400 Chester Ave, Annapolis, MD 21403-3205
    Read More »
  • #15
    Carrol's Creek Cafe
    #15 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 1351 reviewsTripAdvisor (1351)
    $ - $$ | American, Seafood, Soups
    410 Severn Ave, Annapolis, MD 21403-2524
    Read More »
  • #16
    Bakers and Co.
    #16 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 5 based on 96 reviewsTripAdvisor (96)
    $ - $$ | Cafe
    618 Chesapeake Ave, Annapolis, MD 21403-3200
    Read More »
  • #17
    Level - a small plates lounge
    #17 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 358 reviewsTripAdvisor (358)
    $ - $$ | American
    69 West St, Annapolis, MD 21401-2426
    Read More »
  • #18
    Chick and Ruth's Delly
    #18 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 1869 reviewsTripAdvisor (1869)
    $ | American, Diner
    165 Main St, Annapolis, MD 21401-2064
    Read More »
  • #19
    Preserve
    #19 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 195 reviewsTripAdvisor (195)
    $ - $$ | American, Asian
    164 Main St, Annapolis, MD 21401-2007
    Read More »
  • #20
    Dock Street Bar & Grill
    #20 of 398 Places to Eat in Annapolis
    TripAdvisor Traveler Rating 4.5 based on 351 reviewsTripAdvisor (351)
    $ - $$ | American, Bar, Seafood, Pub, Gastropub
    136 Dock St, Annapolis, MD 21401-1803
    Read More »

Explore More of Annapolis

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