Annapolis Travel Guide

USA #2 in Best Places to Visit in Maryland

Credit

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. 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 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
Annapolis Ice Cream Co.
#1 of 341 Places to Eat in Annapolis
Tripadvisor (774)
$ | American
196 Main St, Annapolis, MD 21401
Read More »
#2
Vin 909 Winecafe
#2 of 341 Places to Eat in Annapolis
Tripadvisor (720)
$ - $$ | American, Pizza, Wine Bar
909 Bay Ridge Ave, Annapolis, MD 21403-3029
Read More »
#3
Dry 85
#3 of 341 Places to Eat in Annapolis
Tripadvisor (246)
$ - $$ | 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 (227)
$ | Cafe
1 Craig St, Annapolis, MD 21401-1801
Read More »
#5
Kilwins
#5 of 341 Places to Eat in Annapolis
Tripadvisor (225)
$ | American
128 Main St, Annapolis, MD 21401
Read More »

#6
Osteria 177
#6 of 341 Places to Eat in Annapolis
Tripadvisor (561)
$$ | Italian, Seafood
177 Main St, Annapolis, MD 21401-2006
Read More »
#7
O'Leary's Seafood Restaurant
#7 of 341 Places to Eat in Annapolis
Tripadvisor (444)
$$ | 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 (547)
$ - $$ | Mexican, Latin, Spanish
85 Forest Drive Forest Plaza, Annapolis, MD 21401-3716
Read More »
#9
Boatyard Bar & Grill
#9 of 341 Places to Eat in Annapolis
Tripadvisor (1750)
$ - $$ | American, Bar, Seafood
400 4th St, Annapolis, MD 21403-2504
Read More »
#10
Light House Bistro
#10 of 341 Places to Eat in Annapolis
Tripadvisor (105)
$ - $$ | American
202 West Street, Annapolis, MD 21401
Read More »

#11
Iron Rooster Annapolis
#11 of 341 Places to Eat in Annapolis
Tripadvisor (1391)
$ - $$ | American, Bar
12 Market Space, Annapolis, MD 21401-1816
Read More »
#12
Lewnes' Steakhouse
#12 of 341 Places to Eat in Annapolis
Tripadvisor (464)
$$ | American, Steakhouse
401 4th St, Annapolis, MD 21403-2503
Read More »
#13
Carrol's Creek Cafe
#13 of 341 Places to Eat in Annapolis
Tripadvisor (1437)
$ - $$ | American, Seafood
410 Severn Ave, Annapolis, MD 21403-2524
Read More »
#14
Mason's Famous Lobster Rolls
#14 of 341 Places to Eat in Annapolis
Tripadvisor (311)
$ - $$ | American, Seafood, Fast Food
188 Main St, Annapolis, MD 21401-2008
Read More »
#15
Davis Pub
#15 of 341 Places to Eat in Annapolis
Tripadvisor (287)
$ - $$ | Bar, Pub, American
400 Chester Ave, Annapolis, MD 21403-3205
Read More »

#16
Galway Bay
#16 of 341 Places to Eat in Annapolis
Tripadvisor (770)
$ - $$ | Irish, Bar, Pub
63 Maryland Ave, Annapolis, MD 21401-1629
Read More »
#17
Chick and Ruth's Delly
#17 of 341 Places to Eat in Annapolis
Tripadvisor (1946)
$ | American, Diner
165 Main St, Annapolis, MD 21401-2064
Read More »
#18
Preserve
#18 of 341 Places to Eat in Annapolis
Tripadvisor (218)
$ - $$ | American
164 Main St, Annapolis, MD 21401-2007
Read More »
#19
Dock Street Bar & Grill
#19 of 341 Places to Eat in Annapolis
Tripadvisor (365)
$ - $$ | American, Bar, Seafood, Pub, Gastropub
136 Dock St, Annapolis, MD 21401-1803
Read More »
#20
Miss Shirley's Cafe, Annapolis
#20 of 341 Places to Eat in Annapolis
Tripadvisor (708)
$ - $$ | American, Cafe
1 Park Pl, Annapolis, MD 21401-3475
Read More »