BayDreaming.com's Chesapeake Bay Bed and Breakfast Directory provides a list of bed and breakfast establishments in the Chesapeake Bay area.  The listing is categorized by region.  Please contact the individual establishments for more information. 

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.  Traveler reviews.

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.  Traveler reviews.

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

Chestertown:

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

Great Oak Manor Inn.  Waterfront bed and breakfast on the outskirts of Chestertown.  Traveler reviews.

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

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

White Swan Tavern.  A restored historic inn.  Traveler reviews.

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.  Traveler reviews.

Havre de Grace:

La Cle D'Or Guest House.  Historic Hopkins House in Havre de Grace.  Three suites with private baths.  Traveler reviews.

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.  Traveler reviews.

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

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.  Traveler reviews.

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

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

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

Inn at Swan Haven.  20950 Rock Hall Ave.  Waterfront Inn.  Walking distance to downtown.  Traveler reviews.

Tallulah's on Main. 5720 Main Street.  Rock Hall, Md.  Located on Main Street, close to restaurants and shops.  Traveler reviews.

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. Traveler reviews

Academy Bed and Breakfast  In the heart of downtown Annapolis, steps to city dock and restaurants.  Traveler reviews.

The Annapolis Inn  An historic landmark townhouse on Price George Street in the heart of the Annapolis historic district.  Traveler reviews.

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

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

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

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

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.  Traveler reviews.

Harbor View Inn of Annapolis  On St. Mary's Street in heart of this historic district.  Traveler reviews.

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.  Traveler reviews.

La Bella Vita Boat & Breakfast.  Stay aboard a luxury yacht.  Solomons Yachting Center and The Yacht Basin, Solomons & Annapolis, MD.  
 

Bed and  Breakfasts in the Virginia Northern Neck & Middle Peninsula Region

(Including Reedville, Urbanna, Gloucester, Colonial Beach, Irvington, and Mathews)

 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.  Traveler reviews.

Irvington:

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

Reedville:

Fleeton Fields Bed & Breakfast.  Located in nearby Fleeton in a

waterfront, park-like setting.  Traveler reviews.

The Gables.  Five-story mansion located in Reedville's historic district.  Traveler reviews.

Ma Margaret's House Bed & Breakfast.  A lovingly restored grandmother's home.  Traveler reviews.

Urbanna:

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.  Traveler reviews.

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. Traveler reviews.

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.  Traveler reviews.

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.  Traveler reviews. 

Easton:

Bartlett Pear Inn.  Restored inn with restaurant and cocktail lounge. Traveler reviews.

Bishop's House Bed and Breakfast.  Restored home located on a large lot in Easton's historic district.  Traveler reviews. 

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

Easton's Promise.  Five room bed and breakfast.  On Goldsborough Street.  Traveler reviews.

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

John S. McDaniel House.  Victorian home.  Short walk to downtown.  Traveler reviews.

Miles River Guest House.  Located outside of Easton on the banks of the Miles River.  Traveler reviews.

Oxford:

Sandaway Waterfront Lodging.  An 1875 Victorian mansion on the water with a sandy beach.  Traveler reviews.

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.  Traveler reviews.

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.  Traveler reviews.

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

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

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

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.  Traveler reviews.

Crisfield:

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

Marquis Manor Bed and Breakfast.  Located in Crisfield's historic area.  Caters to outdoor activities.  Traveler reviews.

Onancock:

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

Colonial Manor Inn.  Located on a large lot in downtown Onancock.  The oldest operating inn on the Eastern Shore.  Traveler reviews.

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.  Traveler reviews.

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

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