Directory of Chesapeake Bay
Bed and Breakfasts

Bed and Breakfasts are a popular accommodation choice in the Chesapeake Bay region.  These are the only lodging options in some of the smaller towns, and a preferred option by those who appreciate the charm of these establishments.  Many of these B&B are located in the heart of historic districts and within easy walking distance of attractions.

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. 

ATTENTION B&B OPERATORS:    Please click here to find out how to have your B&B listed in this directory.

Bed and Breakfasts in the Northern Chesapeake Bay Region

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

Brampton Bed & Breakfast Inn.  A romantic oasis, located on 20 wooded acres, just one mile outside the charming town of Chestertown, Maryland.  Brampton B&B Inn brilliantly bends the grand elegance of a historical estate with the comforts and modern amenities today's stress-out travelers crave.  25227 Chestertown Road, Chestertown, MD  21620.  Phone:  410-778-1860 or 866-305-1860 (toll free).  Visit the Brampton Bed & Breakfast Inn Website. 

Old Gratitude House Bed & Breakfast.  Built in about 1900, in a village called Gratitude, this home was expanded in 1999 and modernized in 2005 to create one of the finest bed & breakfasts in the area.  Full gourmet breakfast.  Kayaks and bikes available.  5944 Lawton Avenue, Rock Hall, MD  21661.  www.oldgratitudehouse.com   Phone:  410-639-7448 or 866-846-0724 (toll free). 

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.  www.northbayinc.com Phone: 410-287-5948.

Bed and Breakfasts in the Central Maryland Chesapeake Bay Region

(Including Baltimore, Annapolis, and Edgewater)

Abacrombie Fine Food and Accommodations.  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.  www.abacrombie.net  Phone: 410-244-7227 FAX: 410-244-8415.

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.  www.schoonerwoodwind.com  Phone:  410-263-7873 FAX: 410-280-6952. 

William Page Inn Bed & Breakfast.  Distinctively appointed Annapolis Historic District home.  Suite, Private Baths some with Whirlpools.  Full breakfast, onsite parking, wireless internet, no additional cost.  Gift Certificates.  Walk to USNA, City Dock, Shopping and Restaurants.  AAA Approved. 8 Martin Street, Annapolis, MD  21401.  www.williampageinn.com Phone: 410-626-1506 or 800-634-4160. 

La Bella Vita Boat & Breakfast.  A stay aboard a luxury yacht is not just an accommodation, it is a romantic memory that will inject new pleasure and peace into any stay way from home.  Solomons Yachting Center and The Yacht Basin, Solomons & Annapolis, MD.   www.arbanyachtcharters.com.  Phone: 443-404-1559 or 410-326-6714. 
 

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

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

 
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. www.northriverinn.com  Phone: 804-693-1616 or toll free 877-248-3030.

Upper Eastern Shore Chesapeake Bay Bed and Breakfasts

(Includes Kent Island, Stevensville, Easton, Cambridge, St. Michaels, Tilghman Island, and Oxford)

Cambridge House Bed & Breakfast.  Located in the historic district, this sea captain's manor has six large guest rooms with private baths, beautifully decorated with period-style furnishings and fine linens. Walk to the marina, specialty shops, restaurants, art galleries, museums and antiques. Delicious breakfast included.  112 High Street, Cambridge, MD 21613.  Phone (Toll Free): (877) 221-7799.  Cell: (410)-463-9631.  Visit the Cambridge House Bed and Breakfast website.

The Old Brick Inn.  The Old Brick Inn, a St. Michaels, Maryland Bed and Breakfast tradition.  Luxuriously decorated rooms have private baths, most have fireplaces and Jacuzzis.  Enjoy a full gourmet breakfast every morning.  401 Talbot Street, St. Michaels, MD  21663.  www.saintmichaelsmdbedandbreakfast.com.  Local: 410-745-3323  Toll Free:  800-434-2143. 



 

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, waterviews, private baths, breakfast included.  10990 Wades Point Road, St. Michaels, MD  21663. www.wadespoint.com  Toll Free: 888-923-3466 Local: 410-745-2500.

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.  www.woodduckinn.com  Local: 410-886-2070 Toll Free: 800-956-2070.

The Baywood Bed and Breakfast.  The Baywood Bed and Breakfast is on the Bay with a secluded beach. Golf, kayaking, trails nearby. We have spectacular sunsets and a definite beach house feel.  31400 Latimers Bluff Road, Cape Charles, VA  23310. Phone: 269-209-4406  Visit the Baywood Bed and Breakfast website. 

Colonial Manor Inn.  Located a short stroll from Onancock Wharf as well as all of the amenities of the town, Onancock Creek & the Chesapeake Bay.  Marina/local airport pickup.  Full breakfast included.  84 Market St., Onancock, VA  23417.  www.colonialmanorinn.com Phone:  757-787-3521.

Cape Charles Hotel Historic Inn.  Welcome to Cape Charles Hotel Historic Inn & Shoppes, a 17 room Victorian downtown hotel with terrace, bar, meeting rooms, music, art, just 3 blocks from the beach and harbor … a perfect place for groups. 235 Mason Avenue, Cape Charles, VA.  Phone: 757-331-4000 or 877 TO THE SUN.  Visit the Cape Charles Hotel Historic Inn website.

The Kellogg House Bed & Breakfast.  Luxurious Accommodations located in the historic district of Cape Charles , Virginia. The Kellogg House offers an alternative for the B&B traveler other than the Victorian Country experience.  644 Monroe Avenue, Cape Charles, VA  23310.  www.kellogghouse.com Phone: 757 331-2767

Nottingham Ridge Bed & Breakfast.  A piece of heaven just minutes from the main road.  High on a wooded ridge overlooking the Chesapeake Bay, with private beach.  Birdwatchers paradise, safe flat roads for bikers/runners.  28184 Nottingham Ridge Lane, Cape Charles, VA  23310.  www.nottinghamridge.com  Phone:  757-331-1010.