Learn what made our list of the best bed and breakfasts in Annapolis, Maryland

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Annapolis Travel Guide

On the Chesapeake Bay, Annapolis is known as the “Sailing Capital of the U.S.”  From the city, boats can cross into the Chesapeake Bay, but also many creeks and island bays and four rivers.  Boating, kayaking and canoeing are very popular as well as stand up paddle boarding, water skiing, water tubing, and more.  Anglers can take a charter fishing trip.

You can also take a water taxi from one neighborhood in Annapolis to another.

Annapolis is home to the United States Naval Academy.  The Naval Academy Museum has exhibits about the history of the Navy and sea power.  It is open to the public and it is free.

Annapolis is the capital of Maryland.  You can tour its domed State House, the oldest state house in continuous legislative use in the United States.  The Treaty of Paris was signed there to end the Revolutionary War.  Walk the streets and see landmarks of colonial and African American history dating back 300 years.  Visit Banneker-Douglass Museum, Maryland’s official museum of African American history.


In its historic district, you’ll see 18th century brick houses.  See the beautiful Tiffany windows and the historic cemetery in the Romanesque style St. Anne’s Episcopal Church.  Take a tour of the historic district.

You can also tour many of the historic houses including the Big Brice House, Little Brice House, Charles Carroll House, William Paca Garden and Hammond-Harwood House.

You can enjoy some of the best crabs and Maryland seafood in the restaurants in Annapolis.  Some of them offer beautiful water views.  Have fun on the Original Seafood Crawl.

You can also take the Historic Annapolis Food Tour or the Heritage Region Wine Tour.

Annapolis’ Ego Alley is not an alley but a waterway.  Its name comes from the line of expensive yachts that parade through the waterway at night and on weekends.  Sit on a bench along Dock Street and watch the boats and people go by.

Maryland Avenue is a quaint winding street in downtown Annapolis offering an unparalleled shopping experience.  You’ll find independently owned shops (no chains) offering a little bit of everything – books, art, antiques, upscale clothing, gift baskets and so much more.

If you’d like to see everything, try a helicopter tour to see this lovely city and its waterways.

Best Bed & Breakfasts

If you’re interested in visiting Annapolis in style and experiencing it like a local, the following Bed & Breakfasts might be perfect for you.  They were rated as the best Bed & Breakfasts in Annapolis by the users of Hotels.com.  And you can use Hotels.com to find the best price for your stay.

  1. The Annapolis Inn
  2. Flag House Inn
  3. Inn at Huntingfield Creek
  4. Wellspring Manor & Spa
  5. Laurel Grove Inn on the South
  6. Chez Amis Bed & Breakfast
  7. INN at 2920
  8. Lazyjack Inn on Dogwood Harbor
  9. Parsonage Inn
  10. Meadow Gardens Bed & Breakfast
  11. Inn at Haven Harbour
  12. George Brooks House Bed & Breakfast
  13. Reynolds Tavern