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Brittland Estates
800 High Street, Chestertown
Each Brittland Estate property offers unique features, ranging from a distinctive boxwood garden, to a lodge perched right on the river, to huge, tri-level winding staircases to a widow's walk with a 360 view of continuous farmland. For more information call (410) 810-7591

Claddaugh Farm Bed & Breakfast
160 Claddaugh Lane Chestertown, MD 21620
Claddaugh Farm Bed & Breakfast is located 12 miles north Centreville and just 2 miles south of Historic Chestertown, Maryland. Situated on 10 acres. 5 rooms. 2 fireplaces. Complimentary coffee 24 hours a day in dining area. Evening snack provided. Phone(s) 410-778-4894

Colonial Inn Bed & Breakfast
RT. 304/ 300 Bulle Rock RD Centreville, MD 21617
Colonial Inn offers 5 rooms. Large gathering room with cable TV available. Fishing pond on site. Breakfast served. Phone(s) 410-758-2801
 
Historic Kent Manor Inn and Restaurant

500 Kent Manor Dr Stevensville, MD 21666
Historic Kent Manor Inn offers a perfect setting on its waterfront 226 acre Eastern Shore farm with 24 luxurious accommodations in an historic inn with views of Thompson Creek. Enjoy Sunday Brunch and a variety of activities such as bicycling and kayaks. Visit us by boat and enjoy our dock. Weddings and Catering: 410-643-5757 Dining and Lodging: 410-643-7716 Phone(s) 410-643-5757 or 800-820-4511 Meetings: 443-994-7919

Irishtown Bed and Breakfast
511 Pintail Point Lane, Queenstown, MD 21658
Irishtown is located in teh heart of The River Plantation which provides a rural setting for this turn of the century farm house. Comfortably furnishied, the three bedrooms, two bathroom home, offers a quiet retreat for an individua, family or a group of friends to get away. Phone(s) 410.827.7065 or 410.827.7029

Maria's Love Point Bed and Breakfast
Se Habla Espanol
1710 Love Point Road P.O. Box 399 Stevensville, MD 21666
An elegant bed and breakfast located on the Eastern Shore of Maryland Maria's Love Point Bed and Breakfast is a quiet and romantic location where Guests can enjoy beautiful Sunrises and Sunsets. It is situated on twenty acres with over eight hundred feet of water front over looking the Chester River. We are less than thirty minutes from Annapolis, Maryland and one hour from Washington, DC.
Phone(s)410.643.5054 or Fax: 410.643.5231

Schrader's Bridgetown Manor
16090 Oakland Road
Henderson, MD 21640
The Bridgetown Manor house is perfect for weddings, receptions, conferences, business meetings, or any event you want to be special. Our new clubhouse is ideal for less formal gatherings like bull roasts, and family or company picnics. Phone(s) 410-778-1895 or 410-758-1824

The Manor House
511 Pintail Point Farm Lane Queenstown, MD 21658
A gracious 1936 English Tudor style home that sits on the Wye River with 5 rooms, each iwth a panoramic waterfront view. Phone(s) 410-827-7029

The River Inn Bed and Breakfast at Rolph's Wharf
1008 Rolph's Wharf Rd Chestertown, MD 21620
An 1930's Victorian farm house on the Chester River, 6 rooms with private baths and central air. Pool, beach bar, marina, boat rentals, ramp, crabbing. Kids and pets welcome. Phone(s) 410-778-6347