We’ve been wanting to write this blog for awhile, we have been gathering lots of data!
Here’s our list of favorite restaurants, we will keep adding and subtracting. We listen closely to our guests as well as go by our own experience….In ALL cases, when you visit/make recommendations, tell them that the Flag House Inn recommended them, you might even get a surprise! (OT= can make reservation on Open Table) (CO = Carryout)
Fine Dining – reservations always recommended, we can assist
Carroll’s Creek – For over 30 years, great seafood overlooking Spa Creek. Take the water taxi to the front door. (Eastport) 410-263-8102 OT
Harry Browne’s – Quiet and scenic location on State Circle overlooking the State House. Great emphasis on fresh ingredients. More casual in upstairs bar. 410-263-4332 OT
Lewne’s Steakhouse – Since 1921, they’ve been serving prime steaks & chops with an extensive wine list. Excellent service – Mack & Sam will take care of you! (Eastport) 410-263-1617 OT
O’Learys – Fantastic seafood served in a venerable old house. (Eastport) 410-263-0884 OT
Severn Inn – Across Severn river bridge (450). Fine dining or informal bar. Lovely view across to Annapolis. 410-349-4000 OT
Reynolds Tavern – Historic setting in 1747 tavern – Known for afternoon tea, cellar bar and outdoor garden. Main room food good also! 410-295-9555 OT
Flamant – West Annapolis, less than 10 min drive. Very foodie, super creative but small menu, great service 410-267-0274 OT
Cafe Normandie – Fine French bistro on upper Main St. – extensive menu, expert preparation. 410-263-3382 OT
Osteria 177 – Fine Italian dining. The veal chop is THE dish for that special event. 410-267-7700 OT
Blackwall Hitch – Extensive menu, big place/many group dinners. Easy walk across bridge to Eastport. 410-263-3454 OT
Chart House – Lovely setting in former boat building factory. Take the water taxi to front door. Better for happy hour or drinks than dinner. 410-268-7166 OT
Ruth’s Chris – Steak Chain Eastport 410-990-0033 OT
Casual
Boatyard – The “Margarittaville ” of Annapolis. Great seafood, reasonably priced, great boat drinks (cocktails), boating atmosphere, loud, fun. (Eastport). No reservations 410-216-6206
Iron Rooster – We aspire to make what they post on Instagram. Southern and breakfast all day. Fresh preparation. Try the home made pop tarts! 410-990-1600 OT
Galway Bay – Our favorite place for a beer/cocktail. Pub serves both the famous Irish brands and local craft beers. Great whiskey bar and the food is great! Check schedule, frequent entertainment. Locals spot on Maryland Ave. 410-263-8333 OT
Preserve – Farm to table, small plates, emphasis pickling/fermentation. Crispy kale! 443-598-6920
Vida Taco Bar – Pick your wrapping – lettuce, corn or flour and fill with 12 unique fillings. Great margaritas too! 443-837-6521
Vin 909 – Great foodie & pizza menu in neighborhood setting. Gets VERY busy, no reservations (Eastport) 410-990-1846
Fox’s Den – Easy to miss along Main St, great cocktails, great pizza. Creative menu. No reservations. 443-808-8991
Dock St Pub – Top 5 in town for crab cakes, friendly bartenders, local-ish. 410-268-7278
Market House – This is almost a category of it’s own, this is the re-re-renovated house at City Dock. Many counter service options, gelato bar, raw bar, bakery. Great views out to Ego Alley. 443-949-0024 CO
Cantler’s – Rated every year as one of the best crab houses in Maryland and for good reason. Nice waterfront location, extensive menu on addition to steamed crabs (crab soup & soft shell sliders are superb). No reservations. 10 min drive. 410-757-1311
McGarvey’s – Raw bar, great pub fare, good for late night meal. Long time staple. 410-263-5700
Federal House – Big beer selection and extensive menu. Market Square 410-268-2576
Dry 85/ Red Red Wine – Cocktail bar (D85) and wine bar (RRW). Light fare, flights. 443-214-5171 (D85) 410-990-1144 (RRW)
Joss – great sushi & Asian dishes. Main St 410-263-4688. CO
Middletown Tavern – Pub fare, upstairs piano bar, live music … been there forever in Market Square 410-263-3323
Davis’ Pub – Far side of Eastport – if we lived in Eastport, we would be there regularly. Comfort food, pub fare, locals spot. 410-268-7432
Acme & Castlebay – Sports Bar/ Irish Pubs. 410-280-6486 / 410-626-0165
Mangia – Italian, eat in or Carry Out 410-268-1350
Sakura Cafe – Asian 410-263 0785 CO
O’Briens – Long time spot, outdoor dining 410-268-6288
Buddy’s – Buffet or menu. Steamed crabs. Good for large groups 410-626-1100
Pusser’s (Waterfront Hotel) – go for the daytime view 410-626-0004
West St – a category by itself – worth the walk, many great places
Level – Small plates 410-268-0003 OT
Sailor Oyster Bar – Great happy hour prices, creative small plates. 410-571-5449
Tsunami – Sushi & Asian 410-990-9868 CO OT
49 West Coffeehouse – See below – multi-purpose neighborhood spot 410-626-9796
Lighthouse Bistro – Funky fun, good food. Great mission to support local residents 410-424-0922 OT
Rams Head – Good bar food, obvious spot if heading to Ram’s Head Live. Basement bar w/ live entertainment 410-268-4545 OT
Metropolitan – Rooftop bar & brunch 410-280-5160 OT
Lemongrass – Thai 410-280-0086
El Toro Bravo – Mexican 410-267-5949
Luna Blu – Seafood/Italian 410-267-9950 OT
Sandwiches
Bread & Butter Kitchen – Waterfront in Eastport, local and creative preparation. Order online/phone, walk over, sit outside and enjoy the view 410-202-8680 CO
Big Cheese – Closest spot to FHI, overstuffed sandwiches, snacks 410-263-6915 CO
Sofi’s Crepes – Breakfast, lunch or dinner. Mid favorite. 410-990-0929 CO
Chick & Ruth’s Deli – Long time spot, breakfast, famous name sandwiches, 830a pledge of allegiance 410-269-6737 CO
Jimmy John’s – We see their carryout guy many times a day to deliver to USNA. Must be good! 410-280-3561 CO
Potato Valley – Baked potatoes & sandwiches – State Circle 410-267-0902 CO
Coffee
Old Fox Books/ Brown Mustache Coffee – Very cool setting on Maryland Ave., Frequent live music, student hangout. Browse, surf or hang out 410-626-2020
City Dock – Locations Maryland Ave & Market Square – we serve their coffee
That Seattle Chain – Nice setting on Main St.
49 West – Coffeehouse, Winebar, Jazz club, Dessert, light fare. 410-6269796
Ice Cream
There are 5 ice cream shops along Main St., we can highly recommend two of them:
Annapolis Ice Cream Company – Only shop that makes their own ice cream on site. Sources many other restaurants in town. Look for the Penguins!
Red Bean – Take vanilla or chocolate base and add your own selection of flavorings.
