Ice Cream/Sweets

Annapolis Ice Cream Company

Voted “Best of Annapolis” eight years in a row! The ONLY store-made ice cream in Historic Annapolis. We use only the finest natural and organic ingredients in our ice cream. Open seven days. Clos...

American

BAROAK Cookhouse & Taproom

Influenced by the best pubs and taverns in America and Belgium. Offering items such as steak frites and an assortment of moules and pizzas, complemented by a collection of perfectly-cooked burgers, st...

Seafood

Blackwall Hitch

A dining experience blending the area's finest in tastes & talents. Blackwall Hitch is a coastally inspired concept that creates a local connection. Here you'll find seasonally driven and locally so...

American

Blackwall Hitch

A dining experience blending the area's finest in tastes & talents. Blackwall Hitch is a coastally inspired concept that creates a local connection. Here you'll find seasonally driven and locally so...

Seafood

Boatyard Bar & Grill

The Boatyard’s “all killer, no filler” crab cakes are famous all the way to the White House and beyond. Named "Best Crab Cakes" by Baltimore Magazine (only Annapolis restaurant selected). Our ...

Irish

Brian Boru

Our food is a mix of classic Irish Pub fare served at its best, great local seafood dishes, hearty prime rib and other chop house offerings and fresh tasty salads.  With a well poured pint, enjoy an ...

Coffee/Tea

Cafe Ole

Proudly serving Seattle's Best Coffee, Café Olé is located at 33 1/2 West Street, directly next door to the Ram's Head Tavern, and across the street for the visitors center. With weekday hours of 6...

Italian

Carpaccio Tuscan Kitchen

Experience downtown Annapolis at Carpaccio Tuscan Kitchen al fresco or in a beautiful dining area with an extensive Italian menu, a Wine Bar and Carpaccio Pizzeria 2 Go! Between date night, girls nig...

Pizza

Carpaccio Tuscan Kitchen

Experience downtown Annapolis at Carpaccio Tuscan Kitchen al fresco or in a beautiful dining area with an extensive Italian menu, a Wine Bar and Carpaccio Pizzeria 2 Go! Between date night, girls nig...

Seafood

Chart House

Annapolis – Waterfront Dining in Annapolis Chart House is a Maryland treasure through and through. Like its menu filled with local ingredients, part of Chart House's appeal comes from its posit...

American

Chick & Ruth's Delly

Open 7 days - Breakfast - Lunch - Dinner. Old fashioned milk-shakes, ice cream. Bed & Breakfast - 10 beautiful rooms - private baths and color TV. Full breakfasts....

Deli

Chick & Ruth's Delly

Open 7 days - Breakfast - Lunch - Dinner. Old fashioned milk-shakes, ice cream. Bed & Breakfast - 10 beautiful rooms - private baths and color TV. Full breakfasts....

American

Eastport Kitchen

A local spot serving breakfast & lunch 7 days a week and dinner Thursday, Friday & Saturday. Please stop in and discover a neighborhood restaurant dishing out breakfast selections spanning from health...

Mexican/Latin

El Toro Bravo

Bienvenidos! Authentic Mexican cuisine in the heart of Historic Annapolis. Featuring fresh salsas, specialties and traditional favorites in bright, mural-filled dining rooms. Friendly service, great M...

Irish

Galway Bay

A taste of Irish right here in Maryland! We offer all of the Irish favorites including Corned Beef and Cabbage, Shepherds Pie and the best CRABCAKES anywhere. We also have a selection of daily special...

American

Iron Rooster

Whether you're looking for breakfast all day, lunch, supper or drinks, at Iron Rooster you'll find a new twist on traditional comfort food, legendary hospitality, and a real sense of community. Join u...

Irish

Killarney House

Our food is a mix of classic Irish Pub fare served at its best, great local seafood dishes, hearty prime rib and other chop house offerings and fresh tasty salads. With a well poured pint of your favo...

Thai

Lemongrass

Lemongrass serves guests fresh, authentic Thai Cuisine in a warm, contemporary environment.  Perfect for a quick lunch or dinner for those who are always looking for fast and friendly service....

American

Light House Bistro

Eat With Us! Grab and Go or Sit and Eat. Every plate achieves that elusive, cuisine-defining balance of sweet, salty, and sour —even dessert. Run by our award-winning Executive Chef, our trained and...

Italian

Luna Blu Ristorante Italiano

Authentic Italian bistro featuring innovative Italian cuisine in a cozy atmosphere. Try our four-course dinner special for $35 offered nightly. On & off site catering available. Reservations accepted....

Pizza

Luna Blu Ristorante Italiano

Authentic Italian bistro featuring innovative Italian cuisine in a cozy atmosphere. Thursday night we offer a pizza and wine pairing menu in addition to the full dinner menu. Reservations accepted....

American

Metropolitan Kitchen & Lounge

A vision of upscale dining, serving modern American cuisine in elegant dining rooms and from its sophisticated rooftop bar.  Great food and wine paired with seamless service....

Crab House

Mike's North

Established in 1958, Mike’s Crab House brings you a mouth-watering waterfront dining experience on the banks of the beautiful South River. We proudly serve our crabs in the finest Chesapeake Bay Tra...

American

Miss Shirley's Cafe

Award Winning, locally owned, Southern inspired, Breakfast, Brunch & Lunch with a Maryland twist. Specialties: Shrimp & Grits, and Chicken ‘N Waffles. Voted Maryland’s Favorite Restaurant. Seen on...

Mexican/Latin

Moe's Southwest Grill

Food that you can feel good about! We may not preach like the others, but we do serve honestly good food that's fresh, flavorful and made just for you. With more than 20 fresh ingredients, like all...

Italian

Osteria 177

The Evolution of Coastal Italian-Mediterranean Cuisine! Utilizing the freshest organic ingredients, we specialize in Fresh Seafood, Chops, Pasta, and Seasonal Game. Daily dinner specials. Full bar and...

American

Ports of Call

Savor delightful cuisine from five different ports at one table. Hear the History. Know the traditions. Enjoy authentic regional meals prepared to your individual tastes. The new and exciting Ports of...

American

Rams Head Roadhouse

Rams Head Roadhouse opened in 2004 at the former site of Rudy's Tavern off of Generals Highway. A local favorite, Rams Head Roadhouse serves over 40 sandwich and burger combinations, pizza and more. F...

American

Rams Head Tavern

Enjoy great food, cold beer and a friendly atmosphere in our historic English-style pub or cozy dining fireside or outdoors on our Wisteria covered brick patio.  Voted best happy hour & beer selectio...

American

Red Hot & Blue

Red Hot & Blue is a full-service, casual-themed restaurant chain and caterer featuring delicious award-winning ribs, Memphis-style barbeque, smoked wings, and Southern sides and desserts. The atmo...

American

Reynolds Tavern

Beautifully restored 1737 tavern in the heart of the Historic District. English Afternoon Tea and a full lunch menu offered seven days a week. Dinner by candlelight Wednesday–Sunday. A must “exper...

American

Rod ‘N’ Reel

While best known for our signature Rod ‘N’ Reel restaurant, which has been a Chesapeake Beach favorite since 1946, the resort offers the outdoor Boardwalk Café. Enjoy a romantic dinner and wonder...

Sushi

Tsunami

Tsunami has been a local favorite in Annapolis since 1998. From fresh sushi of the highest quality to chef-prepared steak and seafood, tsunami caters to all appetites. The ambience is dark and sexy &#...

American

Davis' Pub

American

Harry Browne's