Bed and Breakfast Annapolis MD

Annapolis, Maryland, a vibrant city on the Chesapeake Bay features a bustling waterfront, well-preserved examples of historic architecture and plenty of exciting things to do.

Bed and Breakfast Annapolis MD

Best Rates

Innkeepers do not increase prices on bnbfinder to cover their costs because we are a commission-free site.

Most Availability

Innkeepers display more room availability because you book direct with the property and we do not charge booking fees.

No Fees

Sweet dreams knowing you get the best rate, pay no fees and are supporting small business.

Explore Bed and Breakfasts in Annapolis MD

The state’s capital city thrived in the 1600s and 1700s leaving  behind a number of historic homes and buildings. As such, the city has a  vibrant and colorful historic district with shopping and dining options along the waterfront. Annapolis is within easy reach of Baltimore and Washington DC, so day trips to both cities are quite possible. Annapolis is perhaps best known as the home of the U.S. Naval Academy.  The Academy draws many visitors to the area each year.  Many of the  city’s historic buildings have been converted to shops, restaurants and bed and breakfasts.
There are a number of bed and breakfasts near Annapolis MD. If you are looking for a nice place to stay for your visit, an Annapolis Bed and Breakfast is a fantastic option. Choose from enviable downtown locations, properties with waterfront views, and a pet friendly bed and breakfast in  the Annapolis historic district. There’s truly something for everyone. Read on for more information about booking a bed and breakfast for your next trip to Annapolis.


  • Annapolis was originally settled in 1649 by Puritan exiles who had fled Virginia.  The town had several names throughout history including Anne Arundel Town and Providence. It was given the name Annapolis in 1694 after Princess Anne, heir to the British throne. In the  post-Revolutionary period, several important historical events happened  in Annapolis including meetings of Congress and Washington’s resignation for his  place as commander of the Continental army. Many significant historic  buildings are located throughout Annapolis including the Maryland State House, St. Johns College, and the William Paca House and Garden. Visitors can learn more about Annapolis’ history at these sites and museums throughout town.

  • Things to do

  • There are a number of fun things to do when visiting Annapolis. Downtown Annapolis is always bustling with activity and ripe for sightseeing. Take a walk along the Annapolis waterfront and admire the boats at the city dock. Alternatively, go sailing on the Chesapeake Bay for a look at the city from a different point of view. Both the U.S. Naval Academy and St. John’s College are located near downtown and the waterfront, so visitors will find  plenty to do within a short walk. The Naval Academy has its own museum,  the Academy Naval Museum. You’ll also find the Annapolis Maritime Museum, the William Paca House and Gardens and Hammond-Harwood House within easy reach of many of the bed and breakfasts in Annapolis, MD.

  • Weather

  • The best time to visit Annapolis, MD is during the spring when the weather is mild, the trees blossoming and the sailing season is just getting its start. However, Annapolis is a 4-season destination with something to offer any time of year. In  the summer, temperatures are warm, but not too hot and the harbor area  is bustling with activity. In fall, the weather turns cooler, but the  changing colors of the leaves make a wonderful backdrop for exploring Annapolis.  In winter, temperatures get quite cold, but there are still plenty of  things to do inside, so a visit isn’t out of the question.

  • Activities

  • Annapolis has been called the ‘Sailing Capital of the United States.’  While visiting the city, you should certainly try to go sailing. Book a sailing tour around the Chesapeake Bay. There are public and private tours available on a variety of boats that are moored at the city dock. Cruises typically offer views of the U.S. Naval Academy, the Annapolis Waterfront, Thomas Point Lighthouse and scenic views of the Annapolis Skyline.

    When you are ready for some sightseeing, head to the historic district. There, you’ll find a number of interesting things to do and see. The Maryland State House, dating from 1779, offers tours to the public. It was the first peacetime capitol of the United States and is the oldest state house that is still in legislative use to this  day. The state house is located near the beautiful campus of St. John’s College and not far from the Annapolis waterfront.

    Family travelers will find plenty of fun kid-friendly activities such as the Chesapeake Children’s Museum, Quiet Waters Park and Sandy Point State Park.

    Being home to the U.S. Naval Academy, the state capitol and St. Johns College, there’s often exciting events being held in Annapolis. Check out the Annapolis Crab Feast, the Annapolis Maritime Festival, St. Patrick’s Day, and the annual New Year's Eve Celebration and Fireworks among others.

  • Natural Features

  • Annapolis, Maryland sits on the Chesapeake Bay at the mouth of the Severn River, about halfway between Washington DC and Baltimore, Maryland. The city has a long maritime history which you can experience by getting out on the Chesapeake Bay on a schooner or other type of vessel. Sandy Point State Park sits at the western end of the Chesapeake bay Bridge and features a very popular swimming beach, a lighthouse and a historic farmhouse. Other beaches dot the shoreline near Annapolis,  including Carrs Beach, Highland Beach, and Bay Ridge Beach. During a  warm summer day, relaxing on the beach and watching the boats on the bay  is a delightful pastime.

  • Food and Drink

  • When thinking about Maryland’s food scene, crab probably comes to mind. Blue crab generously seasoned with Old Bay is one of the most iconic dishes in Maryland. Every type of crab dish can be found at restaurants around Annapolis. From steamed crab to crab cakes, crab soup and even crab pizza, you’ll find many ways to try the famous ingredient. Annapolis has a lively nightlife scene and with it, a number of fabulous bars. If you want to try a signature Maryland drink, try a Margarita seasoned with Old Bay or the Crab Cod. It’s a unique mix of crab juice with rum and cherry flavoring.

Bed and Breakfast Annapolis MD FAQ

background flowers
  • What Are the Different Types of B&Bs in Annapolis MD?

    There are a number of wonderful bed and breakfasts in Annapolis. Reynolds Tavern Bed and Breakfast occupies a Georgian mansion in a prime location on Church Circle. The inn is conveniently located near the historic district, dining, shopping and the U.S. Naval Academy.  The property has three overnight rooms and a pub in the cellar as well  as a spacious outdoor beer garden where events are often held.

    The Flag House Inn is one of the best Annapolis bed and breakfasts near the Naval Academy. It’s just across the street but offers a quiet  place to relax with private, on-site parking, comfortable guest rooms, period furnishings and upscale amenities.

    Laurel Grove Inn on the South River is one of the best waterfront bed and breakfasts in Annapolis.  The luxury 8400 square foot cedar and stone home has contemporary  furnishings and sits on three wooded acres with views of the river.

    If you are looking for a pet friendly bed and breakfast in Annapolis, you might consider the State House Inn. The inn is located just across from the State House with easy access to the historic district and the Annapolis waterfront.

  • How can I get around Annapolis MD?

    Baltimore-Washington International Airport (BWI) is approximately 30 minutes by car from Annapolis. Many major air carriers fly to the airport. MTA Maryland offers commuter bus service from Washington DC to Annapolis in the morning and afternoon/evening. There is another line that goes from Annapolis to downtown Baltimore. There is a public city dock and several private docks where those traveling by boat can park. Once you’ve arrived in Annapolis,  it’s possible to get around the downtown harbor area on foot. However,  visitors may want a private car to visit other places in the area.  Rental cars are available at the airport.

  • Why Stay at a Bed & Breakfast in Annapolis MD?

    There are many reasons why staying at a Bed and Breakfast in Annapolis, MD is the best choice when booking vacation rentals for Annapolis. Bed and breakfasts are often located in historic homes with unique, charming interiors and period furnishings. WIth close proximity to the U.S. Naval Academy, the Chesapeake Bay and the historic district, bed and breakfasts in Annapolis are perfectly placed for sightseeing. When you check-in, friendly hosts will be available to help you to your guest room.  They are also willing to help you sort out your plans while visiting or  give you directions to different sights around town. Whether you’re  looking to take a walk around the city dock at the Annapolis Waterfront or are visiting St. John’s College or the naval academy, they’ll be quick to get you on your way.

  • What type of amenities can I expect when booking a Bed and Breakfast Annapolis MD?

    Bed and breakfasts in Annapolis offer many amenities to make your Annapolis getaway comfortable and relaxing. Most bed and breakfasts in Annapolis will have free wifi in the guest rooms and common areas. Air conditioning is common as are private baths and  dedicated dining rooms. Each morning, you’ll enjoy a full breakfast  crafted from local ingredients. Unlike some other types of vacation rentals, bed and breakfasts in Annapolis offer a personal touch that will make your vacation truly memorable.  Specific policies vary by individual property. It’s recommended to check  with each property for information on cancellation, handicap accessibility and parking.