Annapolis
Cocktails & Conversation
Great place to sit outside with a cocktail and enjoy the show boaters traveling up and down Ego Alley.
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Pusser's Caribbean Grille
80 Compromise StreetGreat place to sit outside with a cocktail and enjoy the show boaters traveling up and down Ego Alley.
Great place to grab a pint and some pub food. Truly a hidden treasure and our favorite stop for a quick drink.
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Galway Bay Irish Restaurant and Pub
63 Maryland AveGreat place to grab a pint and some pub food. Truly a hidden treasure and our favorite stop for a quick drink.
Red Red Wine Bar
189 B Main StSmall plates and wine? Yes and yes.
Brunch All Day
Excellent place to grab brunch, but go early because it’s usually packed!
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Iron Rooster - Annapolis
12 Market SpaceExcellent place to grab brunch, but go early because it’s usually packed!
Southern comfort food cafe that hits the spot!
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Miss Shirley's Cafe, Annapolis
1 Park PlSouthern comfort food cafe that hits the spot!
A Special Night Out
Preserve
164 Main StSome of the best that Annapolis has to offer.
A delicious restaurant with a mission to support homeless in the area through on the job training.
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Light House Bistro
202 West StA delicious restaurant with a mission to support homeless in the area through on the job training.
Excellent small plates restaurant with craft cocktails. We have never been disappointed with this choice!
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Level a small plates lounge
69 West StExcellent small plates restaurant with craft cocktails. We have never been disappointed with this choice!
Trendy restaurant with good food and atmosphere. Great rooftop bar to enjoy the views of the Port.
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Blackwall Hitch
400 6th StTrendy restaurant with good food and atmosphere. Great rooftop bar to enjoy the views of the Port.
Best steakhouse in Annapolis. It’s a quick trip over the Eastport.
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Lewnes' Steakhouse
401 Fourth StBest steakhouse in Annapolis. It’s a quick trip over the Eastport.
Cozy up with the state politicians right on state circle!
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Harry Browne's Restaurant
66 State CirCozy up with the state politicians right on state circle!
Great food, service, and views at this Annapolis landmark.
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Carrol's Creek Cafe
410 Severn AveGreat food, service, and views at this Annapolis landmark.
Chart House
300 Second StGreat seafood and better views.
Casual Bites
Vida Taco Bar
200 Main StCasual Mexican street tacos with excellent margaritas.
Good seafood and a casual atmosphere. This is a great place to spend an evening.
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Boatyard Bar & Grill
400 Fourth StGood seafood and a casual atmosphere. This is a great place to spend an evening.
Potato Valley Café
47 State CirQuick place for a bite. Let’s be honest, sometimes you just want a potato.
Coffee Shops & Sweet Treats
Did you like your welcome gift? Come here for more delectables!
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Kilwins Chocolate & Ice Cream
128 Main StDid you like your welcome gift? Come here for more delectables!
Take in the Sights & Sounds
Take a seat on one of the benches or the bulkhead and unwind while taking in the maritime scenery.
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Annapolis City Dock
Dock StreetTake a seat on one of the benches or the bulkhead and unwind while taking in the maritime scenery.
Tours and trips by water to local destinations including Annapolis history and St. Michaels day boat excursions.
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Watermark Tours, Charters, Cruises
1 Dock StTours and trips by water to local destinations including Annapolis history and St. Michaels day boat excursions.
Take a stroll around the grounds or spread out a picnic on the lawn under a beautiful shade tree and enjoy the gardens.
State Circle
State CircleTake a stroll around the grounds or spread out a picnic on the lawn under a beautiful shade tree and enjoy the gardens.
A great place to catch a live performance just steps from your front door.
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The Colonial Players
108 East StA great place to catch a live performance just steps from your front door.
Take a tour of the grounds or pack a book and spread out on the lawn for a relaxing afternoon.
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St. John's College
60 College AveTake a tour of the grounds or pack a book and spread out on the lawn for a relaxing afternoon.