5 fun places to eat in Annapolis: Carrol's Creek Cafe

5 Fun Places to Eat in Annapolis Maryland

Annapolis Maryland is a wonderful destination year-round, and it’s only an hour from Washington DC. It’s the perfect spot for sailing the bay, exploring history on foot, or touring the town by trolley. 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’ll enjoy.

5 Fun Places to Eat in Annapolis

1. Breakfast or beer at BAROAK, 126 West Street

5 fun places to eat in Annapolis: BAROAK at Loews Hotel Annapolis

BAROAK at Loews Hotel

In front of the Loews Annapolis hotel 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 Loews. If you’re 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

BAROAK offers comfortable seating inside and out

5 fun places to eat in Annapolis: BAROAK patio

BAROAK patio

2. Waterfront dining at Carrol’s Creek Cafe, 410 Severn Avenue

5 fun places to eat in Annapolis: Carrol's Creek Cafe

Approaching Carrol’s Creek Cafe on the Water Taxi

If you’d like a water view with your meal, 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

Carrol’s Creek Cafe appetizers

5 fun places to eat in Annapolis: Sunset view Carrol's Creek Cafe

Sunset view from Carrol’s Creek Cafe

3. Chowder and pub fare at Federal House, 22 Market Place

5 fun places to eat in Annapolis: Federal House bar

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’s 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

Crabcake 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

Beer sampler Federal House

4. Tastes of Ireland at Galway Bay, 63 Maryland Ave

5 fun places to eat in Annapolis: Galway Bay

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, Galway Bay

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

Back room at Galway Bay

5. Breakfast All Day at Iron Rooster, 12 Market Space

5 fun places to eat in Annapolis: Iron Rooster

Iron Rooster street scene

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, Iron Rooster

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 didn’t have room to share a maple bourbon pecan torte for dessert. It’s as tasty as it looks.

5 fun places to eat in Annapolis: Chicken and Waffles at Iron Rooster

Chicken and Waffles, Iron Rooster

5 fun places to eat in Annapolis: Iron Rooster dessert

Maple bourbon pecan torte, Iron Rooster

Bonus: Great Frogs Winery

5 fun places to eat in Annapolis: Great Frogs Winery

Great Frogs Winery 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

Great Frogs Winery dessert wines

5 fun places to eat in Annapolis: Cheese platter Great Frogs 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. 

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

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13 Responses to “5 Fun Places to Eat in Annapolis Maryland”

  1. Jeanne Avey January 16, 2017 at 10:56 am #

    Cantler’s is still the best place for hard crabs and other fantastic seafood dishes at reasonable prices.

    • McCool Travel January 16, 2017 at 11:00 am #

      Thank you, Jeanne. We love crab and seafood so Cantler’s sounds like a great place to eat.

  2. Marcie Taylor January 16, 2017 at 7:59 am #

    McGarvey’s is the place to go for crab dip in Annapolis! Their Aviator Lager beer is great too!

    • McCool Travel January 16, 2017 at 10:59 am #

      Thank you, Marcie. Love the suggestion. I will remember to check out McGarvey’s on my next Annapolis visit.

  3. Donna Janke December 16, 2015 at 8:48 am #

    I’ve not been to Annapolis but hope to get there in the near future. I have a cousin living there. All of these restaurants sound great, but I particularly like the water view.

    • McCool Travel December 16, 2015 at 12:01 pm #

      There are so many restaurants on the water, meaning great seafood and gorgeous views. Your cousin must have some favorites!

  4. MoreTimeToTravel (@MoreTime2Travel) December 15, 2015 at 10:03 pm #

    Loved this post because we used to have a condo here about 20 years ago. Believe it or not, some of the places were around then. My husband and I celebrated our engagement at the Annapolis Inn.

    • McCool Travel December 16, 2015 at 12:02 pm #

      The Iron Rooster is very new but, indeed, there are some very old places in Annapolis.

  5. suereddel December 15, 2015 at 9:52 am #

    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!

    • McCool Travel December 15, 2015 at 8:14 pm #

      Ooooh, you will have an eatingly great time when you visit Annapolis.

  6. Tara December 13, 2015 at 11:34 am #

    Why wouldn’t you have reviewed Factors Row. Better food than several of the restaurants you did review.

    • McCool Travel December 15, 2015 at 8:11 pm #

      What do you like to eat at Factors Row? Certainly there are dozens of other places to cover. Allows for plenty of research. 😀

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  1. Outstanding Weekend Getaways Near Washington DC - October 28, 2016

    […] There are wonderful hotels, B&Bs, and Inns in town, and an excellent mix of great shops, restaurants, and pubs to keep you occupied. Take time to get out on the water, on a short water taxi ride or a […]

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