Bed and Breakfasts in the Northern Chesapeake Bay Region

(Including Havre de Grace, North East, Chesapeake City, Betterton, Rock Hall, and Chestertown)
 

Chesapeake City:

Inn at the Canal.  Waterfront views.  Six private rooms with private baths.  104 Bohemia Ave, Chesapeake City, MD.  B&B Website

Blue Max Inn Bed and Breakfast.  An 1854 inn located in the heart of the town's historic area.  300 Bohemia Ave, Chesapeake City, MD.   B&B Website

Ship Watch Inn.  Renovated home located along the Chesapeake and Delaware Canal waterfront.  All rooms face the water.  401 1st Street, Chesapeake City, MD.  B&B Website

Chestertown:

Brampton Bed & Breakfast Inn. Located on 20 wooded acres, just one mile outside of Chestertown, Maryland.   25227 Chestertown Road, Chestertown, MD  21620.   B&B Website

Great Oak Manor Inn.  Waterfront bed and breakfast on the outskirts of Chestertown.  B&B Website

The Inn at Mitchell House.  Located between Chestertown and Rock Hall in Kent County.  An 18th Century manor house on 12 manicured acres.  B&B Website

Lauretum Bed & Breakfast Inn.  This 1881 home sits on six acre property in Chestertown.  B&B Website.

Simply Bed and Bread.  Located 100 yards from the Washington College campus and a 10 minute walk to downtown Chestertown.  B&B Website

Widow's Walk Inn.  In Chestertown's historic district.  Within walking distance of the Chester River, Washington College, shops and restaurants.  B&B Website

White Swan Tavern.  A restored historic inn.  B&B Website

North East:

North Bay Bed & Breakfast.  Nautical setting, Harbor view, and waterside accommodations.  Everything sailing with a bit of power boating.  Delicious full breakfast.  North Bay, experience the Bay lifestyle.   9 Sun Set Drive, North East, MD  21901.    B&B Website

Havre de Grace:

La Cle D'Or Guest House.  Historic Hopkins House in Havre de Grace.  Three suites with private baths.   B&B Website

Spencer-Silver Mansion.  An 1896 Victorian mansion decorated in period style.  Located in the historic district, a few blocks from the Concord Point lighthouse and the decoy museum.  B&B Website

Vandiver Inn.  An 1886 Victorian mansion located just blocks from the Chesapeake Bay.  Two adjacent guest houses provide additional rooms.  B&B Website

Rock Hall:

The Black Duck Inn and Dockside Cafe.  21906 Chesapeake Ave.  Rock Hall, Md.  Overlooks Rock Hall harbor.  Complimentary dockage for guests arriving by boat.  B&B Website

The High Tide Inn.  20828 Rock Hall Ave.  Rock Hall, Md.  Next door to Haven Harbour Marina and within walking distance of downtown.  B&B Website

Inn at Huntingfield Creek.  4928 Eastern Neck Road.  Rock Hall, Md.  Located on an historic waterfront farm estate.   B&B Website

Osprey Point Inn, Restaurant and Marina.  20786 Rock Hall Ave.  Rock Hall, Md.  30 acre waterfront property with Inn, marina, and gourmet restaurant.  B&B Website

Inn at Swan Haven.  20950 Rock Hall Ave.  Waterfront Inn.  Walking distance to downtown.  B&B Website

Tallulah's on Main. 5720 Main Street.  Rock Hall, Md.  Located on Main Street, close to restaurants and shops. B&B Website

Bed and Breakfasts in the Central Maryland Chesapeake Bay Region

(Including Baltimore, Annapolis, and Edgewater)

Baltimore:

Abacrombie Inn.  Historic Bed & Breakfast with award winning restaurant.  Located in the heart of the cultural center, close to public transportation.  The Meyerhoff Symphony Hall is across the street and Lyric Opera House is two blocks away.  58 West Biddle St., Baltimore, MD  21201.  B&B Website

Annapolis:

Academy Bed and Breakfast  In the heart of downtown Annapolis, steps to city dock and restaurants.  B&B Website

The Annapolis Inn  An historic landmark townhouse on Price George Street in the heart of the Annapolis historic district.   B&B Website

Annapolis Royal Folly  Located in the heart of Annapolis historic district.  Steps from the Naval Academy, state capital, shops and restaurants.  B&B Website

Annapolitan Bed & Breakfast  Centrally located in historic downtown Annapolis.  Close to Naval Academy Stadium.  B&B Website

Charles Inn  Restored Civil War era home.  In the heart of the Annapolis historic district.   B&B Website

Chez Amis Bed & Breakfast  Located in the heart of the Annapolis historic district.  Four bedroom bed and breakfast.   B&B Website

Flag House Inn  Located 1/2 block from the City Dock and Naval Academy visitor's gate 1.  B&B Website

Gibson's Lodgings  Three houses on the same property with a total of 20 guest rooms.  1/2 block from City Dock and right next to the Naval Academy.  B&B Website

Harbor View Inn of Annapolis  On St. Mary's Street in heart of this historic district.  B&B Website

Inn at Horn Point  100 Chesapeake Avenue.  Annapolis, MD.  Located in the village of Eastport, within walking distance of shops and restaurants.  Water taxi available three blocks from the inn.  B&B Website

Peninsula House Bed & Breakfast.  Just steps away from the Chesapeake Bay, Historic Annapolis Harbor, the US Naval Academy and numerous museums and wonderful shops.  11 Chester Ave., Annapolis, MD  21403.  B&B Website

Schooner Woodwind Boat & Breakfast.  Sleep aboard a classic wooden 74-foot schooner.  Package includes two-hour sunset sail, overnight accommodations in a private, air conditioned, stateroom with double double berth, and deluxe continental breakfast.  Great downtown location!  80 Compromise Street, Annapolis, MD  21401.  B&B Website

Bed and Breakfasts in the Southern Maryland Chesapeake Bay Region

(Including Solomons Island, St. Mary's, and Chesapeake Beach)

Solomons:

Back Creek Inn.  Overlooks the water.  Six rooms and a private cottage.   B&B Website

Blue Heron Inn.  Solomons Island Road bed and breakfasts.  Water views.  B&B Website

Solomons Victorian Inn.  Charles and Maltby Streets.  Marina views.  B&B Website

Gloucester:

The North River Inn, a Waterfront Bed & Breakfast.  Surrounded on three sides by salt water, the North River Inn spreads luxuriously across one hundred acres of Virginia countryside in the historic Tidewater region off the Chesapeake Bay, VA.  P.O. Box 695, Route 622 (Toddsbury Lane). Gloucester, VA 3061.  B&B Website

Irvington:

Hope and Glory Inn.  A top-rated inn located in an historic schoolhouse.  Six schoolhouse rooms and six garden cottages.   B&B Website

Reedville:

Fleeton Fields Bed & Breakfast.  Located in nearby Fleeton in a waterfront, park-like setting.  B&B Website

The Gables.  Five-story mansion located in Reedville's historic district.  B&B Website

Ma Margaret's House Bed & Breakfast.  A lovingly restored grandmother's home.  B&B Website

Urbanna:

Atherston Hall Bed and Breakfast.  A restored schooner captain's home, located just steps from the waterfront.  B&B Website

Cambridge:

Cambridge House Bed & Breakfast.  Located in the historic district, this sea captain's manor has six large guest rooms with private baths. Walk to the marina, specialty shops, restaurants, art galleries, museums and antiques. 112 High Street, Cambridge, MD 21613.  B&B Website

Killarney B Inn B.  On the shores of the Choptank, within easy walking distance of the public fishing pier and Sailwinds Park.  102 Killarney Road, Cambridge, MD.   B&B Website

Lodgecliffe on the Choptank Bed & Breakfast.  A gracious turn-of-the-century country home perched on a bluff overlooking the Choptank River.  103 Choptank Terrace, Cambridge, MD.  B&B Website

Mill Street Inn Bed & Breakfast.  Restored Victorian home in the heart of the historic district is just a half block to the river and a short walk to restaurants, shops, and galleries.  114 Mill Street, Cambridge, MD.   B&B Website

Easton:

Bartlett Pear Inn.  Restored inn with restaurant and cocktail lounge.  B&B Website

Bishop's House Bed and Breakfast.  Restored home located on a large lot in Easton's historic district.  B&B Website

Chaffinch House Bed and Breakfast.   Queen Anne Victorian located in the historic district.  Within easy walking distance of shops. 

Easton's Promise.  Five room bed and breakfast.  On Goldsborough Street.  B&B Website

Inn at 202 Dover.  Historic mansion built in 1874.  Located a short block from downtown shopping, galleries, and theater.   B&B Website

John S. McDaniel House.  Victorian home.  Short walk to downtown.  B&B Website

Miles River Guest House.  Located outside of Easton on the banks of the Miles River.   B&B Website

Oxford:

Sandaway Waterfront Lodging.  An 1875 Victorian mansion on the water with a sandy beach.   B&B Website

St Michaels:

Wades Point Inn on the Bay.  Enjoy the serenity of the country and the splendor of the Bay at our Bed and Breakfast. All rooms have air conditioning, water views, private baths, breakfast included.  10990 Wades Point Road, St. Michaels, MD  21663.  B&B Website

Tilghman Island:

Chesapeake Wood Duck Inn.  Award-Winning Chesapeake Bay Lodging on Tilghman Island. This romantic getaway brims with historic charm and gracious hospitality. The Inn offers a pristine waterfront setting, immaculate accommodations and gourmet Cuisine. Gibsontown Rd. at Dogwood Harbor, Tilghman Island, MD  21671.  B&B Website

Cape Charles:

The Baywood Bed and Breakfast.  Located out-of-town, one mile north of the Chesapeake Bay Bridge Tunnel.  B&B Website

Cape Charles House.  Downtown Cape Charles B&B, located on Tazewell Ave.  B&B Website

Chesapeake Bay View Bed & Breakfast.  Located across from the beach with sunset views. 212 Bay Ave, Cape Charles, VA.  B&B Website

Fig Street Inn.  Boutique-style inn located in historic Cape Charles.  Walking distance to shops and restaurants.  1/2 mile to the Bay and beach. B&B Website

Crisfield:

My Fair Lady Bed and Breakfast.  A fully renovated Queen Ann Victorian-style home.  Five rooms with private baths.  B&B Website

Marquis Manor Bed and Breakfast.  Located in Crisfield's historic area.  Caters to outdoor activities.  B&B Website 

Onancock:

Charlotte Hotel and Restaurant.  A boutique hotel in the heart of Onancock.  Fine dining restaurant and full service bar.   Hotel Website

Colonial Manor Inn.  Located on a large lot in downtown Onancock.  The oldest operating inn on the Eastern Shore.  B&B Website

The Inn at Onancock.  Renovated Eastern Shore home with five guestroom, each with private spa-style bathrooms.  Located just down the street from shops and restaurants.   B&B Website

The Inn and Garden Cafe. Located on Market Street, a short walk to shops and restaurants.  On-site fine dining restaurant.   B&B Website

Spinning Wheel Bed and Breakfast.  Five room bed and breakfast.  Located on North Street, just down the street from restaurants and shops.   B&B Website

Princess Anne, MD:

The Somerset House Bed & Breakfast.  In the historic town of Princess Anne, Maryland. A casually elegant reminder of times gone by, with period antiques, brilliant chandeliers, soaring ceilings, and Eastern Shore hospitality.   B&B Website

Smith Island, MD:

The Inn of Silent Music.  Located in Tylerton and open April 1st through November 1st.  All rooms have a water view.  A gourmet breakfast is included, and a local seafood dinner is also available. 

Smith Island Inn.   A quaint B&B on historical Smith Island offering private suites with full baths, full gourmet breakfast, canoes, bicycles, birdwatching, and beautiful sunsets. Weekend Smith Island Cake demonstrations. Families, singles, and couples welcome.

Susan's on Smith Island Bed & Breakfast.  A two bedroom rental with beautiful views of the Chesapeake Bay.  Enjoy a home cooked breakfast on the front porch.