The rooms, suites, and cottages at our charming boutique inn 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.
Manor House Suites & Luxury Cottages
Rooms at our Historic Maryland Inn
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
- Garden 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
- Walk-in Shower
- Gas Fireplace
Yellow Room
- Queen-sized Bed
- Second Floor
- Jetted Tub & Shower
- Gas Fireplace
Red Room
- King & Twin Trundle
- Third Floor
- Gas Fireplace
- Jetted Shower
Green Room
- Queen & Twin Trundle
- Third Floor
- Gas Fireplace
- Walk-in Shower
Poppy’s Retreat
- King-sized Bed
- Second Floor
- Gas Fireplace
- Jetted Shower
Enhance your stay and treat your loved one to a much-needed romantic getaway in Maryland.