Landmarks & Neighborhoods

Annapolis is city with no shortage of eye-catching landmarks and unique neighborhoods to discover.

When driving in from the West, toward downtown Annapolis, you’ll see:

  • Navy-Marine Corps Memorial Stadium, a 60-plus-year-old open-air stadium that hosts Navy football and lacrosse games, Major League Lacrosse Chesapeake Bayhawks games, and myriad local, regional, national, and international events, on the right.
  • St. John’s College, the third oldest college in the United States and the oldest in Maryland (it was founded in 1696), on the left.
  • The Maryland State House, which served as the nation’s capital from 1783 to 1784 and is the oldest state capital in continuous legislative use, and the infamous pineapple atop its dome, straight ahead. 
     

Once downtown, whether in the car or on foot, you’ll keep from getting lost by taking stock of:

  • St. Anne’s Church, in the middle of Church Circle at the top of Main Street.
  • The Annapolis Market House, at the bottom of Main Street, and the Kunta Kinte-Alex Haley Memorial, at City Dock (where the water starts).
  • St. Mary’s Church, located due South of downtown and close to the Spa Creek Drawbridge, which leads to Eastport. 
  • The Naval Academy Chapel, located due North of downtown and right in the middle of the 338-acre U.S. Naval Academy.
     

After getting your bearings, you’ll be ready to explore neighborhoods including:

  • The Historic District, full of a diverse mix of hundreds-year-old brick mansions, such as the William Paca House & Garden and the Hammond-Harwood House, and renovated yet historically-maintained townhomes and row houses.
  • Eastport, a laid-back and very nautically-inspired neighborhood of businesses, restaurants, and homes.
  • The Annapolis Arts District, where you’ll find diverse restaurants, galleries, and artist studios.

City Dock

City Dock is the historic heart of Annapolis, where it connects with the waters of the Chesapeake Bay, and where you can connect with the water, too. Watch the boats parade around the turning basin of "Ego Alley," shake out your sea...

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Main Street

Historic downtown Annapolis is a vibrant, thriving 21st-century neighborhood with 18th-century charm. A walk down Main Street puts you in touch with four centuries of architecture lovingly preserved. There's a contagious energy in the air...

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Eastport

Take a water taxi from City Dock or shuffle across the Spa Creek Bridge to Eastport, the laid-back, maritime district of Annapolis. Just the view of Annapolis makes the trip to the other side of the harbor worthwhile. 

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Herring Bay

Located in the Annapolis Countryside, or Southern Anne Arundel County (known as South County to locals), Herring Bay is the epitome of the Chesapeake Bay. Boasting a number of waterfront restaurants, marinas, things to do with the whole...

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Historic London Town

Across the South River, about eight miles from downtown Annapolis, is Historic London Town and Gardens, a twenty-three acre park featuring history, archaeology, and horticulture on the South River in Edgewater, Maryland.

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Annapolis Town Center

It's everything extraordinary—all in one sensational destination. A beautiful Town Center where you can shop, dine, live, work and play. Plus, it’s conveniently located less than four miles from downtown Annapolis.

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State Circle/Maryland Avenue

Home to the Maryland State House (the oldest in continuous use in the United States) and connected to one of the state’s most historic streets, Maryland Avenue, you’ll find everything from dining to art, antiques, and museums....

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Westfield Annapolis

Looking for something bigger than the boutiques of downtown Annapolis? Head to Westfield Annapolis Mall, located about four miles from downtown Annapolis.

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