Paneled guest room with warm tones, carpeting and hardwood, corner fireplace, and storage.
A sitting area for two near a window
Poppy's bathroom with beige walls, pink tile, white pedestal sink and large window with sheer valance.
About Poppy’s Retreat

This bright and elegant second floor hideaway is located in the oldest part of the house and is reached through its own steeper and narrower than normal private staircase. (Please, only consider this room if walking up steep stairs is not an issue!) This earth tone colored room has a king bed, sitting area, gas fireplace (used during the winter months), and an amazing shower with twelve body jets. Poppy’s Retreat measures 300 square feet with 8 foot ceiling and can accommodate two guests, 10 years and older. The perfect choice for romantic accommodations in Chestertown.

Room Features

  • Second Floor
  • King-sized Bed
  • Jetted Shower
  • Sitting Area
  • Gas Fireplace
  • 300 Sq.ft.
  • Sleeps 2

Winter Wonderland Special!

Join us for a Warm and Cozy Winter getaway! What better way to spend a few days than to experience the nature and beauty of the Eastern Shore in wintertime and then come back to your cozy cottage or room and start a roaring fire, snuggle up and enjoy a delicious picnic dinner?!  Stay 3 or more nights and we’ll add a complimentary dinner including a bottle of wine and a late check-out. Stay, Relax, Reconnect!

*Offer valid for 3-night minimum stays thru January 31, 2025.

Also, check out our Wine Tasting Series for an added experience!

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