The Inn at Perry Cabin

Only 90 minutes from D.C. along the waters of the Chesapeake Bay sits The Inn at Perry Cabin.

Rich in history, the Inn dates back to 1816. It was built by Purser Samuel Hableton, a War of 1812 veteran and aide-de-camp to Commodore Oliver Hazard Perry. It was first a private residence and a working farm, and after changing hands a few times, the Inn became a horse farm. At one point, Sir Bernard Ashley (husband of designer Laura Ashley) owned the property, as he had many famous inns throughout the U.K. 

The Myerhoff family of Baltimore also owned the Inn before Orient-Express Hotels purchased the Inn in 1999 and, seven years ago, completed a multi-million dollar renovation program.

“Fall is peak season,” said Brian Plaska, director of sales and marketing for the Inn. “Boats are still in the water, the colors are changing on the trees — it’s really a delightful time to come here.”

According to Plaska, the town of St. Michael’s, where the Inn is located, is often referred to as the “Nantucket of the mid-Atlantic.” 

“My wife describes it as Cabot Cove,” Plaska said, referring to the small, fictional fishing village in “Murder, She Wrote.”

St. Michael’s is very walkable, and the Inn also offers complimentary bicycles for those who wish to tour the town.

“There’s lots to see and do. It’s only 90 minutes from D.C. and is really a world away,” Plaska said. “One of my personal favorite things to do when I come to the Inn with my wife is sit on the Adirondack chairs on the porch and nibble grapes and champagne and watch the boats go by.”

Many who look into booking a stay at Perry Cabin see it’s on the Eastern Shore and assume it’s near the beaches of Ocean City, Md. Plaska stressed that Perry Cabin is on the Chesapeake Bay.

The Inn caters to many empty nesters with disposable incomes.

“We have very upscale clientele — walking through our lot on the weekends you see Bentleys, Maseratis, Aston Martins,” he said. “Our competition is Williamsburg, or our sister property Keswick Hall.” 

Also, for movie buffs out there, the Inn at Perry Cabin is recognizable from the 2005 hit “Wedding Crashers.” Plaska recalled the answering his phone one day a few years ago and it was the Maryland Film Commission asking to film for five days on the property.

Once the stars and premise of the movie were revealed, Plaska knew it was a perfect fit for Perry Cabin. “[Co-stars] Vince Vaughn and Owen Wilson would just be sitting at the front desk, as we remained opened for business,” Plaska said. “People would walk by and say ‘Gosh, they look familiar…’” 

Other members of the cast staying there included Jane Seymour, Christopher Walken, Rachel McAdams and Isla Fisher.

In addition to “Wedding Crashers,” the 2006 comedy “Failure to Launch,” starring Matthew McConaughey and Sarah Jessica Parker, filmed scenes at the Inn. “We’d take another request to film a movie in a heartbeat,” Plaska said.

Weekend pricing for the Inn at Perry Cabin ranges in price from $295 to $695. The Inn is offering a “Fall in St. Michael’s” special for patrons who purchase a suite Sunday through Thursday. Individuals who do so get a $100 credit per night to use on dining, beverages or the Linden Spa, the Inn’s on-site spa facilities.

For more information on the Inn at Perry Cabin, visit