Chestertown, Maryland
Tucked away on the outskirts of Chestertown, MD, our magnificent 18th century county style estate rests alongside the waterfront of the Chesapeake Bay. With 11 guest rooms,Great Oak Manor offers the finest in a romantic luxury Inn.
$159.00
11 rooms
Take a step back in time in this 18th-century manor house in a quiet, rural setting. It is located between Chestertown and Rock Hall. Enjoy gardens, ponds and the Chesapeake Bay, a mere 1/2 mile away. This is nature lovers' paradise.
$109.00
7 rooms
Elegant & historic 70 acre farm-estate. Beautiful telescoping farmhouse architecture. Ideal for country weddings or retreats. Well-appointed, comfortable rooms with fine linens and excellent beds designed to pamper. 1100' waterfront & dock.
$159.00
8 rooms
Built in 1896, the Spencer-Silver Mansion offers the perfect lodging while visiting historic Havre de Grace and the upper Chesapeake Bay region.
$85.00
5 rooms
A stunning waterfront view can be enjoyed from all 10 guest rooms which are beautifully appointed in simple, elegant decor. A private bath accompanies each room and 6 feature whirlpool tubs with shower.
$99.00
10 rooms
This elegant bed & breakfast is located in historic Chesapeake City, Maryland, along the shores of the famous Chesapeake and DE Canal. Built in 1854, The Blue Max Inn is a charming and romantic inn located in the heart of this historic town.
$100.00
10 rooms
We are a 20-Room Inn located directly next to the Naval Academy! 18 Rooms have Private Baths!We have Free On-Site Parking, Continental Breakfast with a Waffle bar & Wi-Fi! Walk to it all!! Fully Renovated in 2010-2011 and under NEW MANAGEMENT
$129.00
20 rooms
The perfect Inn for the perfect getaway. Let us help create the ideal visit to fit your needs. Business, pleasure or vacation, our service is incomparable and our suites are spacious, elegant and luxurious. Pamper or surprise that special someone.
$259.00
3 rooms
The Scotlaur Inn offers ten beautifully decorated, old-fashioned guest rooms in the heart of Annapolis. The Scotlaur Inn and Chick & Ruth's Delly (where breakfast is served) have been a family owned business for 3 generations in the historic district.
$85.00
10 rooms
Ann and Tom look forward to welcoming you to their home, The Georgian House. Annapolis is alive with treasures and images of the beginning of a new nation and is home to the United States Naval Academy.
$189.00
4 rooms




