6 Best Restaurants in Annapolis and Southern Maryland, Maryland

Iron Rooster

$ Fodor's choice

There's often a line of hungry diners waiting for a table at this comfort-food haven located on the city dock, where the portions are generous, and the service is first-rate. You can enjoy breakfast all day—Benedicts and omelets are top sellers, as are the chicken and waffles and the shrimp and grits. If you've saved room for dessert, try the homemade peanut butter cup or the "shortcake" made with a Belgian waffle and topped with ice cream, strawberries, and whipped cream.

Carrol's Creek Cafe

$$$

You can walk, catch a water taxi from City Dock, or drive over the Spa Creek drawbridge to this local favorite in Eastport. Whether you dine indoors or out, the view of historic Annapolis and its harbor is spectacular. Any of the entrées, including the herb-encrusted rockfish or grilled filet mignon, can be turned into a four-course meal with the addition of soup, salad, and dessert.

Chick and Ruth's Delly

$

Deli sandwiches (many named after local politicians), burgers, subs, crab cakes, and milkshakes are the fare at this very busy counter-and-booth institution. Baltimoreans Ruth and Chick Levitt purchased the building, built in 1899, in 1965. Their son Ted and his wife, Beth, continue the business today. Don't plan on placing an order at 8:30 am on a weekday or 9:30 am on a weekend—that's when the place stops to say the Pledge of Allegiance.

Recommended Fodor's Video

Harry Browne's

$$$

In the shadow of the state house, this understated establishment has long held a reputation for quality food and attentive service that ensures bustle year-round, especially during the busy days of the legislative session (early January into early April) and special weekend events at the Naval Academy. The menu clearly reflects the city's maritime culture, but also has seasonal specialties. The sidewalk café is open, weather permitting, April through October.

Preserve

$$

Jars of pickled chard stems and radishes, preserved lemons, and pepper jelly line the shelves at this lively spot on Main Street run by a husband-and-wife team who both have impressive culinary resumés and a shared passion for pickling, fermenting, and preserving. The chef's roots in the Pennsylvania Dutch country shine through with chicken potpie, pork and sauerkraut, and a Dutch hash and liverwurst sandwich.

164 Main St., Annapolis, Maryland, 21401, USA
443-598–6920
Known For
  • varied dishes that highlight unique preservation methods
  • kimchi and sauerkraut galore
  • lots of seasonal veggies
Restaurants Details
Rate Includes: Closed Mon. and Tues.

Vin 909 Winecafé

$
If it wasn't for the sign out front, you might think you're at someone's Eastport home, given the charming front porch and well-tended gardens. But walk through the doors, and you'll discover a casually hip and always crowded restaurant serving organic, sustainable, and seasonally focused food that's simply fantastic. The "plates" (bigger than appetizers and slightly smaller than entrées), like shrimp cassoulet, truffle sliders, and duck enchiladas, are excellent.
909 Bay Ridge Ave., Annapolis, Maryland, 21403, USA
410-990–1846
Known For
  • crispy pizza with farm-to-table toppings
  • huge wine menu by the glass and bottle
  • diverse selection of beers
Restaurants Details
Rate Includes: Closed Mon.