Please note, Inn at Perry Cabin will close at 4:00 PM on Friday, September 25 for a private event and will reopen at 12:00 PM on Sunday, September 27.

From milestone celebrations to weekends with your favorite people, our curated itineraries take the guesswork out of planning and turn a simple visit into something memorable. Browse a few of our favorite ways to experience the Inn at Perry Cabin, then let us help you make it your own.

This summer marks 21 years since Wedding Crashers hit the big screen, but some moments are forever iconic. That dreamy setting? The Inn at Perry Cabin in Saint Michaels, Maryland, a real-life rom-com-worthy retreat on the Chesapeake Bay. And while there's no need for false identities or surprise speeches, this itinerary lets you channel the movie magic all weekend long.

Celebrating a bride-to-be before she ties the knot or gathering the ladies for a much-needed reunion requires somewhere to lay your head after a day of fun. There’s no better place to drop your bags than the Inn at Perry Cabin. Located in the picturesque town of Saint Michaels, Maryland, our waterfront resort trades crowded nightclubs and exhausting itineraries for relaxed luxury, coastal charm, and good, ole-fashioned bonding.