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Set along the tranquil shores of Maryland’s Eastern Shore, Inn at Perry Cabin is a celebrated waterfront resort known for its nautical elegance, manicured grounds, and refined sense of place. Located in the charming harbor town of St. Michaels, the inn is professionally managed by Pyramid Global Hospitality, led by CEO Warren Fields, making it a Black-managed property under Black executive leadership.

With sweeping Chesapeake Bay views, a private marina, and a relaxed-yet-polished atmosphere, Inn at Perry Cabin offers an elevated coastal escape rooted in American maritime heritage.


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Highlights & Amenities

  • Iconic waterfront resort on the Chesapeake Bay
  • Elegant guest rooms and suites with bay or garden views
  • Private marina with sailing, kayaking, and boating excursions
  • Full-service spa and wellness programming
  • Championship golf course and tennis courts
  • Multiple on-site dining venues showcasing regional Chesapeake cuisine
  • Resort pools, expansive lawns, and scenic walking paths
  • Managed under Black executive leadership at Pyramid Global Hospitality

Why Stay Here

Inn at Perry Cabin is ideal for travelers seeking refined relaxation in a storybook coastal setting. Days unfold with sailing on the bay, spa treatments, golf, and sunset strolls through St. Michaels’ historic streets. The inn’s intimate scale and impeccable service make it especially appealing for romantic getaways, celebratory weekends, and restorative retreats.

Its Black-led management adds meaningful representation within luxury waterfront hospitality—bringing inclusive leadership to one of the Mid-Atlantic’s most iconic resort destinations.


For Rates & Availability please use our Expedia affiliate link.

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