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Where to Eat & Drink in Annapolis

Headed to Annapolis for the U.S. Sailboat Show? Check out our favorite bars, pubs, watering holes, restaurants, and more.

Updated:

September 25, 2019
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Annapolis Main Street
Main Street, Annapolis Steinbrook Photography

Breakfast:

Chick & Ruth’s
165 Main St
(410) 269-6737
chickandruths.com

Sophie’s Crepes
1 Craig St
(410) 990-0929
sofiscrepes.com

Happy Hour:

Boatyard Bar and Grille
Favorite of local sailors, happy hour and pint drinks.
400 4th St, Eastport
(410) 216-6206
boatyardbarandgrill.com

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McGarvey’s Saloon and Oyster Bar
The boat-show crowd hangout. Order the Maryland Crab Soup, French Dip, and Bloody Mary.
8 Market Space
(410) 263-5700
mcgarveysannapolis.com

The Chart House
Best harbor view.
300 2nd Street, Eastport
(410) 268-7166
chart-house.com

Ram’s Head Tavern
Best beer selection.
33 West Street
(410) 268-4545
ramsheadtavern.com

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Armadillo’s
Best margarita.
132 Dock Street
(410) 280-0028
armadillosannapolis.com

Pusser’s
Best painkiller.
80 Compromise Street
(410) 626-0004
pussersusa.com

Dinner:

Davis’ Pub
Best burger, and local sailor favorite.
400 Chester Avenue, Eastport
(410) 268-7432
davispub.com

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Cantler’s Riverside Inn
Go by boat for the crabs!
458 Forest Beach Rd
By boat: On Mill Creek, off Whitehall Bay: a trip of two or three miles
(410) 757-1467
cantlers.com

Severn Inn
Best river view.
1993 Baltimore Annapolis Boulevard
(410) 349-4000
severninn.com

Buddy’s Crabs & Ribs
Best crabs downtown.
100 Main Street
(410) 626-1100
buddysonline.com

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Market House
Open late Friday and Saturday.
25 Market Space
(401) 263-7949
markethousemerchants.com

O’Leary’s Seafood
Best upscale seafood.
310 Third St
(410) 263-0884
olearysseafood.com

Lewnes’ Steakhouse
Best steak and key lime pie.
401 Fourth St
(410) 263-1617
lewnessteakhouse.com

Tsunami
Best sushi, worth the walk! Make sure to order the moving Yomatos Tofu.
51 West St
(410) 990-9868
tsunamiannapolis.com

Fox’s Den
A fun gastropub right on Main Street. Try the pizzas!
179B Main Street
(443) 808-8991
foxsden.com/

Harvest Wood Grill + Tap
Farm to Table goodness, tapas style.
26 Market Space
(410) 280-8686
harvestwoodgrill.com

Middleton Tavern
Go for the oyster shooters
2 Market Space
(410) 263-3323
middletontavern.com

Lemongrass
Awesome Thai food!
167 West Street
(410) 224-8424
lemongrassannapolis.com

The Blackwall Hitch
In Eastport; Great rooftop deck and live music 400 6th Street, Eastport
(410) 263-3454
theblackwallhitch.com

Red Red Wine Bar
Convenient location right on Main Street, open late 189 Main Street (410) 990-1144
redredwinebar.com

Level
Interesting cocktails and tapas-style “small plate” food
69 West Street
(410) 268-0003
levelannapolis.com

Vida Taco Bar
A new favorite for team CW. Great tacos and tequila selection.
200 Main Street
(443) 837-6521
vidatacobar.com

Special thanks to Eddy Lavino and Tim Murphy for their suggestions!

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