The rooms, suites, and cottages at our charming bed and breakfast in Maryland have been appointed with your comfort in mind. All of our Chestertown lodging options are beautifully decorated with their own unique amenities. Every guest will have use of our entire property including our parlor rooms with fireplaces and games to enjoy, the outdoor gardens, and our dining room where you can enjoy a homemade breakfast and afternoon tea.

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Cottages

The cottages are located away from the Main House nestled in the woods giving you a more secluded lodging option for your Eastern Shore getaway. Enjoy luxurious amenities ranging from wood-burning fireplaces to pet-friendly accommodations. Please, read about our wood-burning fireplace policy here.

Marley’s Cottage

  • King-sized Bed
  • Private Entrance
  • Wood-burning Fireplace
  • Jetted Tub & Steam Shower

Mulberry Cottage

  • King-sized Bed
  • Private Entrance
  • Wood-burning Fireplace
  • Jetted Tub & Steam Shower

Sunset in the Garden Cottage

  • King-sized Bed
  • Private Entrance
  • Wood-burning Fireplace
  • Jetted Tub & Shower

Sunrise in the Garden Cottage

  • King-sized Bed
  • Private Entrance
  • Wood-burning Fireplace
  • Jetted Tub & Shower

Russell’s Cottage

  • King-sized Bed
  • Private Entrance
  • Wheelchair Accessible
  • Pet Friendly

Robin’s Nest Cottage

  • King & 2 Twin Beds
  • Private Entrance
  • Full Kitchen
  • Pet Friendly

Manor House

The exceptionally grand and spacious rooms and suites in the 1860 Manor House offer you a glimpse into the past with the privacy you expect at a romantic B&B in Maryland. Enjoy luxurious amenities ranging from wood-burning fireplaces to jetted showers. Please, read about our wood-burning fireplace policy here.

Fairy Hill Suite

  • King-sized Bed
  • Private Entrance
  • Wood-burning Fireplace
  • Jetted Tub/Shower Combo

Emory Suite

  • King-sized Bed
  • Two-room Suite
  • Gas Fireplace
  • Tub/Shower Combo

Blue Room

  • King-sized Bed
  • Second Floor
  • Decorative Fireplace
  • Jetted Shower

Yellow Room

  • Queen-sized Bed
  • Second Floor
  • Decorative Fireplace
  • Jetted Tub & Shower

Red Room

  • King & Twin Trundle
  • Third Floor
  • Wood-burning Stove
  • Jetted Shower

Green Room

  • Queen & Twin Trundle
  • Third Floor
  • Wood-burning Stove
  • Walk-in Shower

Poppy’s Retreat

  • King-sized Bed
  • Second Floor
  • Gas Fireplace
  • Jetted Shower
Wine, cheese, and bread a spectacular trio

Enhance your stay and treat your loved one to a much-needed romantic getaway in Maryland.