Inn at Perry Cabin

The Chesapeake is Calling

    A Waterfront Retreat on Maryland's Eastern Shore

    Nestled along the shores of the Miles River, Inn at Perry Cabin invites you to slow down and reconnect with what matters most. From sailing the Chesapeake Bay and cruising historic waterways to relaxing by the waterfront and exploring charming St. Michaels, every experience is thoughtfully designed to inspire.

    This timeless waterfront destination is where effortless luxury and coastal adventure come together.

    Discover the Inn

    Steps from the Shore:
    The Chesapeake Bay

    Chesapeake Bay
    Boating Experiences

    From our waterfront marina, set out aboard Inn at Perry Cabin's private fleet to explore the Miles River, discover charming waterfront towns, and experience the beauty of the Chesapeake Bay from a unique perspective. Whether sailing at sunset, cruising historic waterways, or enjoying a day on the water, every adventure is thoughtfully arranged by our team.

    VIEW BOATING EXPERIENCES

    Our Fleet

    From the timelessness of the historic Stanley Norman Skipjack to sleek Alerion sailing yachts, a classic Friendship 40, and a custom Hinckley Talaria 55 motor yacht, we have something for every seasoned sailor and first-time guest alike. 

      Rooted in Chesapeake Bay Heritage

      Explore Maryland's Most Storied Waterway

      Experience the traditions, culture, and natural beauty that have defined the Chesapeake for generations.

      EXPERIENCES

      Explore St. Michaels
      with Ease

      Inn at Perry Cabin places you along the shores of the Chesapeake Bay, just moments from St. Michaels' charming boutiques, galleries, museums, and waterfront dining. Whether exploring the town by foot, bicycle, or boat, guests can effortlessly experience the history, culture, and coastal beauty that define Maryland's Eastern Shore.

      An Iconic Eastern Shore Escape

      Surrounded by gardens, marinas, and serene water views, Inn at Perry Cabin has welcomed generations of travelers seeking an authentic and refined Maryland retreat.

      Each room and suite blends coastal sophistication with the comfort and warmth of a private waterfront residence.

      ACCOMMODATIONS

      Luxury Guest Rooms

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      Luxury Guest Suites

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        Fresh Seafood. Seasonal Harvests. Waterfront Dining.

        Savor locally inspired cuisine rooted in Eastern Shore traditions.

        Seasonal Menus, Rooted in Place

        SAVOR

        Private Waterfront Dining

        DINE

        From Farm & Shore to Table

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        Moments to Treasure, Memories to Last

        Set against the scenic backdrop of the Miles River, our waterfront venues provide a beautiful setting for weddings of every size, with personalized service and thoughtful touches at every turn.

        Explore Weddings

        Moments to Treasure, Memories to Last

        Set against the scenic backdrop of the Miles River, our waterfront venues provide a beautiful setting for weddings of every size, with personalized service and thoughtful touches at every turn.

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        A Waterfront Town Worth Wandering

        Just beyond the gates of Inn at Perry Cabin, discover the charm of historic St. Michaels. Browse local shops, explore maritime heritage, dine along the waterfront, and experience the laid-back pace that makes the Eastern Shore so beloved.

        EXPLORE

        A Legendary Course, A Lasting Legacy

        The final design by the legendary Pete and Alice Dye, Links at Perry Cabin's exciting Eastern Shore layout includes devilish bunkers, a Biarritz hole and an island green to challenge and delight players. Bent grass tees, greens and fairways complete with sub-air infrastructure provide the finest in course conditions.

        Explore Links