5 Fun Places to Eat in Annapolis Maryland

We love to sample new restaurants and pubs and, fortunately for us, there are plenty of great places to eat in Annapolis. Here are 5 Annapolis spots serving up delicious food and drink that we think you will enjoy.

Annapolis Maryland is a wonderful destination year-round, and it is only an hour from Washington DC. It is the perfect spot for sailing the bay, exploring history on foot, or touring the town by trolley. See also 8 Great Things to Do in Annapolis Maryland

5 Fun Places to Eat in Annapolis

1. Casual Annapolis Restaurant BAROAK

5 fun places to eat in Annapolis: BAROAK at Hotel Annapolis
fun restaurant in Annapolis: BAROAK at Graduate Annapolis

In front of the Graduate Annapolis (formerly Loews Annapolis) on West Street, BAROAK serves over 70 varieties of local craft beer and international brews in a sleek taproom with plenty of outdoor seating. They also make delicious omelets, which we enjoyed after our overnight at the Graduate Annapolis. If you are recovering from a wild night, order “The Cure”—a mix of scrambled eggs, cheddar cheese, bacon, avocado, and chipotle mayo on a potato Kaiser Roll.

5 fun places to eat in Annapolis: BAROAK interior seating
fun places to eat in Annapolis MD: BAROAK offers comfortable seating inside and out
5 fun Annapolis restaurants: BAROAK patio
fun casual Annapolis restaurants: BAROAK patio

2. Waterfront Annapolis restaurant Carrol’s Creek Cafe

5 fun places to eat in Annapolis: Carrol's Creek Cafe
Approaching Carrol’s Creek Cafe on the Water Taxi

When looking for an Annapolis seafood restaurant, walk across the Spa Creek Bridge, or head over on the Water Taxi, for dinner indoors or on the deck at Carrol’s Creek Cafe. The seafood is fresh and elegant; a perfect finish to a day by the water.

We highly recommend the sea scallops rolled in shredded phyllo—so beautiful and delicious! We also enjoyed the generously portioned herb encrusted rockfish with lump crab and tomato risotto as we watched the sun slowly set over the harbor. Carrol’s Creek has an extensive wine list, and a great selection of craft beers to accompany your meal.

5 fun places to eat in Annapolis: Carrols Creek Cafe appetizers
fun places to eat in Annapolis: Carrol’s Creek Cafe appetizers
5 fun places to eat in Annapolis: Sunset view Carrol's Creek Cafe
sunset view from one Annapolis restaurant on the water: Carrol’s Creek Cafe

3. Historic Annapolis Restaurant Federal House

5 fun places to eat in Annapolis: Federal House bar
fun places to eat in Annapolis: Federal House bar seating

Back on historic Market Place, Federal House serves up comforting American pub fare in a tavern built in 1813. Ask for a table in the large bar area, or enjoy a booth or table in the main dining room, with a view of the busy street scene. In warmer weather, it is fun to sit at a patio table and watch the Navy Midshipmen in their Summer Whites mingling with tourists along the harbor. The patio is also dog-friendly, and the restaurant even offers a menu of doggie treats.

Someone recommended we try the cream of crab soup, and they were so right. The soup is creamy and rich, but not overly thickened, and full of chunks of crab. For our main course we had the crab cake sandwich and the fish and chips. Both meals were very good—tasty and filling but not too heavy. We generally prefer thin sweet potato chips but the waffle cut Federal House serves were tasty too.

5 fun places to eat in Annapolis: Federal House
fun Annapolis restaurant: Crab cake and fries Federal House

Federal House stocks a good supply of craft beers which you can enjoy by the pint, in a sampler, or in a tall thin beer tower, perfect for a group.

5 fun places to eat in Annapolis: Beer flight Federal House
where to drink in Annapolis: Beer sampler Federal House

4. Annapolis Irish Restaurant Galway Bay

5 fun places to eat in Annapolis: Galway Bay
where to drink in Annapolis: Galway Bay Irish Pub

Stop at Galway Bay for Irish standards, delicious seafood, and a taste of their imported Irish Egg Nog. The egg nog is custom bottled in Galway Ireland, and is only available in limited supply.

5 fun places to eat in Annapolis: Sampling egg nog Galway Bay
Sampling Irish egg nog at Galway Bay in Annapolis Maryland

The cozy, brick interior creates a comfortable setting for enjoying the seafood and Irish specials like Murphy’s Pot Roast served over Irish champ, or the Salmon Galway Bay. We tried the Crab and Oysters Chesapeake, a satisfying and filling combination of crabcake and fried oysters with chips.

5 fun places to eat in Annapolis: Back room at Galway Bay
fun places to eat in Annapolis: Back room at Galway Bay

See also 8 Great Places to Visit Near Washington DC

5. Fun Annapolis Restaurant: Iron Rooster

5 fun places to eat in Annapolis: Iron Rooster
downtown Annapolis restaurant: Iron Rooster historic storefront

Just two doors down from Federal House, Iron Rooster has been a popular spot for scratch-made comfort food, including an all day breakfast menu, since it opened. The vibe is friendly and relaxed, and the staff are unfailingly cheerful. We sat near the window upstairs, but there is more seating downstairs and out front.

5 fun places to eat in Annapolis: Iron Rooster
drinks and bacon on the table at Iron Rooster in Annapolis Maryland

Start your visit with a refreshing cocktail, like the vodka-based Hen House and the Sriracharita we enjoyed with a side of bacon. Let’s face it, everything goes well with a side of bacon. If we had been a little hungrier we would have added a side of warm monkey bread too. Next time.

For dinner we shared a plate of fried chicken and waffles—so delicious and so filling. But not so filling that we did not have room to share a maple bourbon pecan torte for dessert. It is as tasty as it looks.

5 fun places to eat in Annapolis: Chicken and Waffles at Iron Rooster
Chicken and Waffles at Iron Rooster in Annapolis, Maryland
5 fun places to eat in Annapolis: Iron Rooster dessert
Maple bourbon pecan torte at Iron Rooster in Annapolis, Maryland

Bonus Annapolis Winery: Great Frogs Winery

5 fun places to eat in Annapolis: Great Frogs Winery
Great Frogs Winery is a great Annapolis Maryland vineyard

During the warmer seasons, you can break up your time in town with a trip to Great Frogs Winery. We especially liked their dessert wines, particularly the port, served in a rustic tobacco barn surrounded by vineyards. Bring your own food or order a cheese platter (48 hours in advance). From September to April the tasting barn gets chilly, and limited indoor space means you can visit by appointment only, Fridays and Saturdays from 1:00 to 5:00.

5 fun places to eat in Annapolis: Great Frogs Winery dessert wines
where to drink in Annapolis: Great Frogs Winery dessert wines
5 fun places to eat in Annapolis: Cheese platter Great Frogs Winery
Annapolis Maryland winery: Cheese platter, Great Frogs Winery

Do you have any favorite places to eat in Annapolis?

Please help us out with your suggestions. Where should we eat and drink on our next visit to Annapolis?

Article and photos by Julie McCool, whose site FuninFairfaxVA.com helps locals and visitors find fun places to explore, dine, drink, and play in the Virginia, DC, Maryland area. Follow Fun in Fairfax VA on FacebookTwitterPinterest, and Instagram for regular updates on great local parks, historic destinations, hiking and biking trails, restaurants, wineries, breweries, and getaway destinations, plus a weekly round-up of local events and festivals.

For more Annapolis dining suggestions, see these articles:

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This article covers 5 fun places to eat in Annapolis Maryland but, of course, there are dozens of others to choose from.

5 Fun Places to Eat in Annapolis Maryland was originally published on McCool Travel on 8 Dec 2015.

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14 thoughts on “5 Fun Places to Eat in Annapolis Maryland”

  1. We have a friend who just moved to Annapolis. I can’t wait to share this post with her. We’re planning on visiting next year and we’ll bookmark this post to take along your suggestions. That crab cake from the Federal House looks delicious!

    Reply

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