Guidebook for Annapolis
Sightseeing
Maryland State House
100 State CirParks & Nature
Great park with plenty of trails, kayak and SUP rental, a dog run and a dog beach!
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Park tal-Ilma Tranquilla
600 Quiet Waters Park RdGreat park with plenty of trails, kayak and SUP rental, a dog run and a dog beach!
Arts & Culture
Great live theater, right around the corner!
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The Colonial Players
108 East StGreat live theater, right around the corner!
Shopping
Tons of great shops on Main Street, just steps from our door!
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Main Street
Main StreetTons of great shops on Main Street, just steps from our door!
Maryland Avenue shopping district has great antique shops, art galleries, book stores, apparel, coffee shops and more!
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Maryland Avenue
Maryland AvenueMaryland Avenue shopping district has great antique shops, art galleries, book stores, apparel, coffee shops and more!
Food Scene
Great Bar, Great Food, Great Atmosphere! Located around the corner on iconic State Circle.
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Harry Browne's Restaurant
66 State CirGreat Bar, Great Food, Great Atmosphere! Located around the corner on iconic State Circle.
Great restaurant featuring small plate / tapas style dining.
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Level a small plates lounge
69 West StGreat restaurant featuring small plate / tapas style dining.
Cantler's Riverside Inn
458 Forest Beach RdBest Crab House in Maryland!
High class New York style steakhouse. Water taxi can take you to Eastport from Annapolis City dock.
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Lewnes' Steakhouse
401 Fourth StHigh class New York style steakhouse. Water taxi can take you to Eastport from Annapolis City dock.
Fine dining in Eastport with great water views. Water taxi can take you to Eastport from Annapolis City dock.
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Carrol's Creek Cafe
410 Severn AveFine dining in Eastport with great water views. Water taxi can take you to Eastport from Annapolis City dock.
Best seafood in town! Water taxi can take you to Eastport from Annapolis City dock.
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O'Learys Seafood Restaurant
310 Third StreetBest seafood in town! Water taxi can take you to Eastport from Annapolis City dock.
A classic... great water views. Water taxi can take you to Eastport from Annapolis City dock.
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Chart House
300 Second StA classic... great water views. Water taxi can take you to Eastport from Annapolis City dock.
Great for breakfast or brunch. Get there early on the weekends!
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Iron Rooster - Annapolis
12 Market SpaceGreat for breakfast or brunch. Get there early on the weekends!
An Annapolis institution. Great food and drinks in an old world colonial setting.
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Middleton Tavern
2 Market SpaceAn Annapolis institution. Great food and drinks in an old world colonial setting.
Drinks & Nightlife
Historic Pub with great outdoor space. Live music and entertainment. Dog Friendly.
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Reynolds Tavern and 1747 Pub
7 Church CirHistoric Pub with great outdoor space. Live music and entertainment. Dog Friendly.
Classic Annapolis bar with live music, old style pub downstairs featuring 100 beers of the world, and outdoor space.
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Rams Head Tavern Annapolis
33 West StClassic Annapolis bar with live music, old style pub downstairs featuring 100 beers of the world, and outdoor space.