Experience an exceptional Eastern Shore weekend getaway in the Ringgold room at our Chestertown bed and breakfast. Comfort knows no boundaries in the graceful Ringgold room, which possesses a king-size bed, private bath, and cottage-style comfort. Blue gingham and French toile complement the white wainscoting.

The Ringgold truly feels like your home by the sea – or in this case, the Bay. With an inviting reading chair plush with comfort and an expansive view from it’s third floor window of the front grounds and grand driveway.

  • Ringgold Room reading chair with side table at our Eastern Shore B&B
  • Ringgold Room bed, reading chair, and desk at our Chesapeake Bay B&B
  • Table set for breakfast with scones and fruit at our Chesapeake Bay B&B
  • Hammock with a water view

Amenities include:

  • King bed
  • Third floor
  • Private bath
  • Reading chair
  • Sunrise views
  • Heating/cooling unit
Fireside Dinners at Great Oak Manor

Fireside Dinners

Feast on this decadent meal, including:

  • Seasonal Appetizer
  • Spinach or Caesar Salad
  • Your choice of two “Surf & Turf” entrées ~ Filet Mignon with Wild Mushroom Demi Glace, Our Own Jumbo Lump Crab Cake with Remoulade Sauce, Chicken Chesapeake, Vegetable Risotto
  • Rosemary Roasted Potato, Rice Pilaf, or Grilled Polenta
  • Roasted Green Beans with Shallots and Parmesan or Saute of Mixed Seasonal Vegetables in Herb Butter
  • Dessert
  • Beer & Wine Available for Purchase

Price: $150 per couple

Whenever possible, we strive to use fresh, local and/or organic products in support of our farmers and watermen.