Visiting Annapolis for our wedding? Here are some of our favorite local spots and activities to check out during your stay!

First Date Adventures

πŸ’• Our First Date!

Fox's Den

Where it all started with pizza! Casual spot with great food and atmosphere.

131 West Street, Annapolis, MD

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πŸ’• Our First Date!

KaChunk

Record shopping paradise - we spent hours here browsing vinyl on our first date!

46 State Circle, Annapolis, MD

πŸ’• Our First Date!

Annapolis Ice Cream Company

Sweet ending to our first date with homemade ice cream.

196 West Street, Annapolis, MD

πŸ’• Our First Date!

Middleton Tavern

Historic tavern where we had our first drinks together.

2 Market Space, Annapolis, MD

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Restaurants

Preserve

Upscale American cuisine with locally sourced ingredients

12 West Street, Annapolis, MD

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Metropolitan Kitchen and Lounge

Contemporary dining with great cocktails

169 West Street, Annapolis, MD

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Miss Shirley's Cafe

Famous brunch spot - try the stuffed French toast!

1 Park Place, Annapolis, MD

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Sofi's Crepes

Sweet and savory french crΓͺpes

1 Craig St, Annapolis, MD

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Old Fox Books and Coffeehouse

Cozy bookstore cafe perfect for a quiet coffee

30 Market Space, Annapolis, MD

Attractions

U.S. Naval Academy

Historic campus tours and beautiful grounds

121 Blake Road, Annapolis, MD

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Quiet Waters Park

Beautiful waterfront park with walking trails and galleries

600 Quiet Waters Park Road, Annapolis, MD

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Pirate Adventures on the Chesapeake

Fun family activity for guests with kids!

311 Third Street, Annapolis, MD

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Smithsonian Museums

World-class museums just an hour away in Washington, DC

Washington, DC

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Shopping

Main Street & Maryland Avenue

Historic downtown shopping district with unique boutiques

Main Street & Maryland Avenue, Annapolis, MD

Third Eye Comics and Games

Local comic book and game store

15 Annapolis Street, Annapolis, MD

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Pennsylvania Dutch Farmers Market

Fresh produce, baked goods, and local specialties

2472 Solomons Island Road, Annapolis, MD

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Activity Locations

Local Tips

  • Historic downtown Annapolis is very walkable - perfect for exploring between activities
  • The Naval Academy offers free self-guided tours during the day
  • For the best waterfront views, head to the harbor area and City Dock
  • Most downtown restaurants don't require reservations, but call ahead for weekend dinners
  • Street parking downtown can be limited - consider walking from your hotel