Looking for places to stay in Chestertown, MD? Join us at our Eastern Shore pet-friendly hotel and stay in our romantic Sterling room. Life is sweet in a two-room suite that has a separate sitting room and a bath with walk-in shower. Natural light covers every inch of this east-facing suite that overlooks the carriage house.

Inviting French doors beside the king-size bed lead to the garden, where you can meet the manor’s other guests: butterflies, birds, and squirrels. The Sterling’s private doors make it ideal for guests who choose to travel with pets and is one of three dog-friendly rooms.

  • Sterling Suite sitting room at our Eastern Shore bed and breakfast
  • Sterling Suite offers exceptional Eastern Shore getaways
  • Sterling Suite bathroom at our Chesapeake Bay B&B
  • Breakfast Omelette

Amenities include:

  • King bed
  • First floor
  • Private bath
  • Two room suite
  • Sofa bed
  • Private entrance
  • Sunrise views
  • Pet friendly
Marmaduke Room

Midweek Special

Book 2 midweek nights (Sunday-Thursday) and get either the 2nd night half off or the 3rd night free!

Book online and use the following promo codes to take advantage of this special!

Half off 2nd night: BOG1/2

3rd night FREE: B2GO

*New reservations only, through April 30, 2019. Valid for all rooms except Hynson, Ringgold, and Geddes Piper.