The Inn at Perry Cabin sits at anchor alongside Chesapeake Bay in St. Michaels on Maryland's Eastern Shore. Both the name and inspiration date to 1816, when a naval veteran of the War of 1812, Samuel Hambleton, built the original inn—now the north wing of the hotel—to resemble the Commodore's cabin on the USS Niagara, a cabin once occupied by Commodore Oliver Hazard Perry, for whom he was aide-de-camp. Over the years the property has gone through numerous transformations—private home, farm, riding stable—before finally emerging as an intimate luxury resort with 75 rooms and a wealth of amenities, among them a waterfront restaurant, a pub, an 18-hole Pete Dye golf course, a spa and fitness center, an outdoor pool, a marina with a fleet of yachts, and a handsome complex of three Har-Tru tennis courts managed the Cliff Drysdale Tennis.
The mainland approach to the inn is a brick-paved allee of linden trees leading to the main entrance and a low-rise cluster of gabled white-clapboard buildings set off by nautical blue shutters. As inviting as that corridor is, the more appropriate means of arrival, given the region's maritime history, is by boat across Chesapeake Bay, heaving to at the resort's marina. (On request, the resort will send one of its yachts to meet you in Annapolis.) Either way, once there, you don't really need a car: the shops, restaurants, and historic homes of St. Michaels are within easy walking—or biking—distance, as is the 18-acre waterfront campus of the Chesapeake Bay Maritime Museum, the Inn's next-door neighbor. the Inn's small footprint—25 acres landscaped with flowers, magnolias, cypress—means none of its distractions are very far away with one exception: the golf course, which can be reached by free shuttle. That's the charm of it. You can settle in here on the Eastern Shore, play tennis or golf or bocce, go sailing, explore the bay on a kayak, bike into town, or get a massage and never be far from your well-appointed room or a feast of local oysters or crab.
Pro Shop: 443-258-2228
Small inns rarely make tennis a priority. but the Inn at Perry Cabin is an exception. Not only does it have an attractively designed complex of three lighted Har-Tru courts, but it also employs a full-time professional from Cliff Drysdale Tennis (CDT), in this case John Behm. He grew up in Fort Collins, CO and went on to play college tennis for Colorado State University there before joining the team at the University of Colorado while in grad school. He subsequently turned to teaching eventually joining Cliff Drysdale Tennis and, after a stint at the JW Marriott Desert Springs Resort, took over the program at the Inn. There offers daily clinics and private lessons, catering both to hotel guests and local members.
Court Complex. There are three lighted Har-Tru courts surrounded by white wooden fencing backdropped by lines of trees. A small pro shop abuts a tennis fitted out, like the courts, with teak furnishings. Court time: $20/hour for guests.
Spa & Fitness
Golf Course: Links at Perry Cabin, designed by Pete Dye, is open exclusively for Inn at Perry Cabin guests & private club members.
Spa: Located adjacent to the swimming pool, the spa offers classic massages and body techniques with scrubs and treatments compounded from herbs and aromatics grown at the inn and ingredients from neighboring farms.
Fitness Center: Open 24/7, the modest 2nd-floor fitness center above the spa overlooks the croquet lawns and gardens. It has a range of Techno Gym cardio equipment, Cybex multi stations, dumbbells, Peloton cycling, chilled eucalyptus towels, lockers, and small steam room. Yoga and Qi-Gong take place outside.
Sailing: Certified sailing instructors offer everything from the basics through multiday sailing certification courses.
And …:There are bocce and croquet courts and free bicycles.
If you like the sound of the Inn at Perry Cabin, also check out:
Inn at Perry Cabin
308 Watkins Lane
Seasons. Year-round for the Inn, April-October for tennis.
General Tourist Information. For general information about travel within Maryland, visit the Visit Maryland website. For specific information about the St. Michaels region, visit the St. Michaels Maryland.