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.
Reynolds Tavern Bed & Breakfast is one of the finest examples of Georgian architecture in Annapolis. Situated in a prominent position on Church Circle in Maryland it is convenient to the historic district, shops, restaurants and the United States Naval Academy. Reynolds Tavern features 3 Private Overnight rooms on the Second floor of the Tavern. There is a Cellar Pub (1747 Pub), 2 dining rooms on the first floor and a large outdoor Beer Garden. Many events are held outside in the Beer Garden through the Spring, Summer and Early Fall. The Annapolis Shakespeare Company performs on Tuesday evenings, Trivia Night every Monday Night, and Free outdoor Movie Screenings on Sunday Evenings. Live Music Wednesday through Saturday evenings.
The Annapolis Inn Bed & Breakfast is in a prime location on stately Prince George Street in the Historic District of Annapolis. The inn is surrounded by elegant mansions and is just steps away from the U.S. Naval Academy, St. John's College, the City Dock, the Maryland State House, and so much more. There's no need for a car, just comfortable walking shoes!
In the heart of the historic district, Gatehouse of Annapolis Bed & Breakfast overlooks the US Naval Academy. From our convenient location you can walk to St. John's College, and City Docks... The Gatehouse of Annapolis is a classic Georgian-style townhouse that has been lovingly refurbished to provide guests with an atmosphere of comfortable elegance The Gatehouse of Annapolis is an oasis for the connoisseur of travel.
The Flag House Inn is located in the heart of historic Annapolis, Maryland. The perfect location to visit downtown Annapolis, the inn is only a block away from the waterfront’s City Dock and directly across the street from the U.S. Naval Academy. Offering free on-site parking, this quiet getaway is packed with history, comfortable accommodation and upscale amenities. Relax in one of the Flag House Inn’s uniquely decorated guest rooms with period furnishings and plush king beds. (Twin beds/ singles available in two rooms). Each room has private bath, fast Wi-Fi, HD TV, slumber sound machine and much more. In the mornings a full hot breakfast is served in the guest dining room, which includes fresh fruit, homemade baked goods and “made from scratch” sweet or savory mains. During the day enjoy the content in the guest library, read a book at the fireplace or go out on the porch swing/ benches to catch a breeze and watch the world go by. Conveniently located to a variety of activities and attractions of the Annapolis area, take a stroll and experience the shops, museums and restaurants of the city. Visit the William Paca House, Hammond-Harwood and Banneker-Douglass for a little history. Plan an afternoon sailing around the Bay and other maritime activities. Best of all, once you park your car, you wont need it until it’s time to go home….
Chez Amis Bed & Breakfast is an intimate, friendly B&B with a charming ambience. We offer 4 romantic guestrooms with luxurious private baths, cable TV & DVD, central air, and free WiFi. Located in the heart of historic Annapolis, Maryland, the inn is just steps from the State Capitol, St. John's College, City Dock, the U.S. Naval Academy, antique shops, and fabulous dining.
Georgian House Bed & Breakfast is located in the heart of the Historic District of Annapolis, Maryland. Experience true colonial elegance in this 1747 house that was once used as a meeting place for 3 signers of the Declaration of Independence. The house is beautifully constructed and features 16-inch brick walls to ensure peace and quiet. Our four guestrooms combine old-world charm with modern conveniences like private baths, TV, and WiFi.
Embark on a Chesapeake Bay getaway at Sandaway Suites & Beach in Oxford, Maryland. Sandaway is a member of the TripAdvisor Hall of Fame, for five-time or more Certificate of Excellence Winners. Sandaway is one of the few boutique hotels in Maryland with a private sandy beach on the Eastern Shore. From the beach, you can see spectacular views of two rivers as they merge into the Chesapeake Bay. An interesting variety of watercraft and waterfowl often pass by Sandaway. Guests love to spend hours relaxing in this tranquil setting. The waterfront Adirondack and lounge chairs are popular seats at Sandaway. For more privacy, most of the boutique hotel rooms and suites provide screened-in porches overlooking the water. Sandaway is close to Saint Michaels, Easton, and Cambridge. A car ferry provides a shortcut to Saint Michaels, just 7 miles away.
Hummingbird Inn is located in a beautiful, circa 1865 Queen Anne Victorian in the heart of Easton, Maryland’s historic district. Blending the best of Victorian style with modern comfort, the Hummingbird Inn is welcoming, hospitable, and so much more than just a place to sleep. We’re a quick, two-block walk from Easton’s boutique shops, restaurants, galleries, and theater, and short a ride to boating, beaches, and all the Eastern Shore attractions. Hosting an Event? Hummingbird Inn’s stately architecture, lush landscape, and extensive Victorian gardens offer a striking, spacious venue Relax, meet new friends, discover the beauty of the Eastern Shore. Hummingbird Inn is a stately Queen Anne Victorian with a striking copper-roofed turret, lush gardens, and wrap-around porch. Hummingbird Inn blends the grandeur of the past with modern features and comfort.
The Inn at Huntingfield Creek is a well-appointed bed and breakfast situated on 70-acres of land with Chesapeake Bay views. featuring comfortable rooms with fine linens, plush robes and towels, down comforters and private bathrooms. The harmonic atmosphere of the inn is perfect for weddings, family vacations or a romantic retreat with guest rooms, cottages and a vacation rental available for lodging. Enjoy panoramic views of the countryside, pet-friendly rooms, spa baths with whirlpool tubs and much more. Maryland’s Eastern Shore region is well known for its many nature preserves, fishing/crabbing, marinas, antique shops and areas of historical interest. As the Inn at Huntingfield Creek is the closest inn to the wonderful Eastern Neck National Wildlife Refuge, it’s easy to spend an entire day walking the trails, snapping photos or viewing the resident Bald Eagles and tundra swans enjoying the wonders that Chesapeake Bay has to offer.
Escape and enjoy Sunrises on the bay in Chesapeake Beach Maryland. A quiet humble little eclectic home nestled in a quiet beach community shared by two on site innkeepers artists. Ar work and nick knacks throughout the house. A private getaway for just one guest or couple a a time. We have many visiting artists and people who like art. The town is a little modern fishing village just 45 minutes from DC. 3 boardwalks, boat charters, and lots of little restaurants. Leave your worries and your shoes by the door. Our humble little home by the bay is comfy cozy and humble. No antiques here and if you look hard enough you may find some dust. If you are fussy his is not he place for you. Our little home has beautiful views, great vibes, is peaceful and has a big heart. Resort style amenities catering to just one couple at a time or singles who need a place to relax while they create. Again, We are not fancy, and are definitely not for fussy people. But if you want a quite place to be to just quietly watch beautiful sunrises for a little while this might be just he right fit for you. Questions feel free to ask before you book. Continental breakfast provided. Perfect for teleworking and elopements just for two. No additional guests. Adults and couples only. SPIRAL STAIRS leading to suite bedroom. Not suitable for anyone who has problems with stairs. Non smoking. Pets considered under 20 pounds on a case by case basis. Contact via email before booking 410 231 7645 https://chesapeakebeacharthouse.com/
Be close to the action, but away from the crowds at Rachael’s Dowry Bed and Breakfast. A quiet oasis in one of Baltimore's safest neighborhoods, we are only steps from the Convention Center, U of Maryland Medical Campus, Camden Yards and M&T stadium. Rachael’s Dowry is perfect for the business professional, traveler and sports fan who prefers a comfortable, relaxing home after a long day. Daily gourmet breakfasts, afternoon tea, brandy and snacks ensure that our guests are well cared for throughout their stay. Let us help you plan your perfect stay in Charm City. Our six spacious suites have private baths with shower, king or queen bed, wireless connectivity, DirecTV, and other amenities that the business or leisure traveler needs. Off-street parking is available.
Butterfly Fields (agriturismo) an eco-friendly Bed and Breakfast in Lothian, MD is centrally located within minute’s drive time between our nation's capital, Washington, D.C., the state capital, Annapolis, and Baltimore, Maryland. Our quick access to the Chesapeake Bay Area is wonderful; there are so many recreational and cultural offerings.
Moonlight Bay Inn & Marina is located on the shore of the magnificent Chesapeake Bay in Rock Hall, Maryland. The Queen Anne Victorian inn is elegantly furnished without being stuffy - the atmosphere is warm and friendly. We offer 10 beautiful guestrooms - 5 in the Main Inn, and 5 in the West Wing - all with private baths and water or garden views. We have 50 boat slips on 2 docks at the marina, where guests can enjoy barbecues and a variety of water activities. Enjoy the park-like ambience of our inn as the soft breezes and playful sea birds provide the soundtrack to your peaceful getaway. Your hosts Dorothy and Robert Santangelo have created a luxurious and welcoming atmosphere for you to enjoy. Come by car, or come by boat!
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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.