Inn at Perry Cabin: Historic Elegance on Chesapeake Bay
Discover colonial charm, luxury hospitality, and waterfront experiences at Maryland’s iconic Inn at Perry Cabin.

Inn at Perry Cabin: Where Colonial Heritage Meets Modern Luxury
Nestled on the scenic banks of Maryland’s Miles River in St. Michaels, the Inn at Perry Cabin stands as a beacon of historic elegance and refined hospitality. This iconic property seamlessly blends its colonial past with contemporary comforts, earning its place as one of the Mid-Atlantic’s most coveted waterfront destinations. With a storied history dating back to the early 19th century and award-winning amenities, the Inn offers an authentic Chesapeake Bay experience for discerning travelers, couples, families, and boating enthusiasts.
Table of Contents
- History and Heritage
- Accommodations and Suites
- Culinary Excellence
- Spa and Wellness
- Resort Activities & Amenities
- Weddings and Events
- Inn at Perry Cabin in Popular Culture
- Frequently Asked Questions (FAQs)
History and Heritage
The Inn at Perry Cabin is steeped in American history, its origins intertwined with Maritime legacy and colonial charm. The north wing, built in 1816 by Purser Samuel Hambleton—a War of 1812 Navy veteran—was designed to evoke the cabin of Commodore Oliver Hazard Perry’s flagship, USS Niagara. Over the decades, the estate transitioned from a private home to a working farm and later a riding academy, reflecting the region’s evolving character.
In the late 20th century, local owner Harry Meyerhoff and sons reimagined the estate as a six-room hotel, paving the way for its emergence as a luxury destination. Subsequent expansions, including the celebrated stewardship of Sir Bernard Ashley and acquisition by Orient-Express Hotels (now Belmond), elevated the property with modern amenities and additional suites. The Inn was inducted into Historic Hotels of America in 2018, affirming its legacy for preservation and hospitality. In 2019, Inn at Perry Cabin became part of the independent Legend Collection of Preferred Hotels, continuing its tradition of curated luxury.
Key Historical Milestones:
- 1816: North wing built by Samuel Hambleton
- 1980: Transformed into a hotel by Meyerhoff family
- 1989: Purchased and expanded by Sir Bernard Ashley
- 1999: Orient-Express Hotels acquisition
- 2018: Induction into Historic Hotels of America
- 2019: Transitioned to Legend Collection, Preferred Hotels
Accommodations and Suites
Guests of the Inn at Perry Cabin can select from a variety of elegantly appointed rooms and suites, each reflecting the property’s historic character blended with contemporary luxury. With 79 rooms and 38 suites, options range from intimate colonial-era chambers to expansive waterfront sanctuaries. Superior Rooms nestle in the original inn, offering tranquil views and private terraces, while luxury suites boast spacious living areas, fireplaces, soaking tubs, and furnished balconies overlooking the Miles River or manicured gardens.
Room Features:
- Antique décor with modern touches
- Marble bathrooms with separate shower and tub
- Furnished balconies or terraces with garden or river views
- Plush linens, robes, luxury toiletries, and nightly turndown service
- Pet-friendly accommodations and fresh seasonal fruit
Sample Room Types:
| Room Type | Features | Occupancy |
|---|---|---|
| Superior Room | Historic charm, private terrace, garden view | 2 guests |
| Luxury Suite | Fireplace, soaking tub, waterfront balcony | 2–4 guests |
| Family Room | Spacious layout, adjacent rooms, suitable for families | 4+ guests |
Every stay embodies comfort and sophistication, making the Inn a preferred choice for both romantic escapes and family retreats.
Culinary Excellence
Inn at Perry Cabin is celebrated as a culinary destination, serving up innovative cuisine rooted in Chesapeake Bay traditions and the bounty of the Eastern Shore. The culinary team highlights fresh, seasonal ingredients—often harvested from the resort’s own gardens—to create memorable dining experiences for guests.
Main Dining Options:
- Stars: The flagship restaurant, offering river views and an eclectic menu of local seafood, classic American fare, and inventive daily specials. Enjoy breakfast, lunch, dinner, and afternoon tea here, or indulge in a four-course tasting menu with optional wine pairing.
- The Purser’s Pub: An inviting spot for cocktails and pub favorites beside the open hearth, with access to the garden courtyard in the evenings.
- High Tide Pool Bar: Serving light snacks and refreshing drinks poolside during summer months.
Highlights of the Culinary Experience:
- World-renowned seafood selections
- Seasonal specialties inspired by the Chesapeake Bay
- Elegant four-course menus and curated wine lists
- Fresh herbs and ingredients sourced on-site
- Afternoon tea and artisanal craft cocktails
Dine al fresco, savoring stunning river vistas or cozy up indoors amidst colonial woodwork and intimate ambiance.
Spa and Wellness
The Spa at Perry Cabin is a haven of relaxation, combining Eastern Shore serenity with world-class wellness services. Take advantage of massages, body treatments, facials, and specialized couples’ therapies, all designed to melt away stress and reinvigorate the spirit.
- Full menu of spa services: massage, body treatments, facials, nail care
- Serene spa lounge and relaxation spaces
- Fitness center with state-of-the-art equipment
- Yoga classes, fitness training, and wellness packages
- Steam room, sauna, and locker facilities
Whether seeking a solitary retreat or a rejuvenating escape for two, the spa’s team ensures each visit is tailored to personal wellness needs. Additional facilities include a heated outdoor horizon-edge pool and tranquil gardens perfect for meditation or leisurely strolls.
Resort Activities & Amenities
Guests can enjoy a wealth of recreational pursuits and amenities at the Inn at Perry Cabin:
- Water Sports & Sailing: Access the on-site sailing academy, seven motoring and sailing vessels, and complimentary docking facilities. Charter a boat, take a sailing lesson, or simply explore Chesapeake Bay.
- Golf: Play a round at the acclaimed Links at Perry Cabin golf course, designed for challenging yet accessible play.
- Sports & Leisure: Tennis courts, bocce, croquet, and complimentary bicycles for exploring the quaint streets of St. Michaels.
- Gardens & Grounds: Wander through the 26 acres of English-inspired Woodland Gardens, bursting with seasonal flowers, old-growth trees, and herbs for the resident chefs.
- Family Activities: Spacious family rooms, access to the pool, nature walks, and lively local events.
With complimentary WiFi, fitness classes, spa facilities, and a dedicated concierge, every guest’s stay is made seamless and memorable.
Weddings and Events
The Inn at Perry Cabin is a premier venue for weddings, honeymoons, and special events. Its waterfront setting, lush gardens, and elegant indoor spaces offer countless options for ceremonies, receptions, and milestone celebrations.
- Multiple unique spaces for events: riverside lawns, classic manor interiors, and garden courtyards
- Custom event planning with professional staff and exquisite catering
- Ideal for intimate elopements, grand gatherings, and extended family stays
- Renowned for exceptional honeymoon packages
From rehearsal dinner to farewell brunch, the Inn ensures every detail is curated for an unforgettable occasion.
Inn at Perry Cabin in Popular Culture
The Inn at Perry Cabin has played host to several notable events and appearances in media. Most famously, it was featured as the site of the main wedding reception in the Hollywood blockbuster Wedding Crashers, starring Owen Wilson and Vince Vaughn. Its picturesque grounds and elegant interiors have made it a favorite backdrop for travel magazines including Condé Nast Traveler and Travel + Leisure, with many likening its aesthetic to “Ralph Lauren meets Norman Rockwell.”
Frequently Asked Questions (FAQs)
Q: What is the check-in and check-out time?
A: Check-in begins at 4:00 PM; check-out is until 11:00 AM.
Q: Does the Inn at Perry Cabin offer family-friendly accommodations?
A: Yes, the Inn has spacious rooms and suites suitable for families, along with family-friendly amenities and activities such as cycling, swimming, and nature walks.
Q: What dining options are available onsite?
A: The resort offers dining at Stars (fine and casual Chesapeake-inspired cuisine), The Purser’s Pub (cocktails and classics), and High Tide Pool Bar (summer snacks and drinks).
Q: Is the property pet-friendly?
A: Yes, the Inn welcomes pets and can provide amenities for their comfort.
Q: Is there onsite parking and internet access?
A: Complimentary parking and high-speed WiFi are included for all guests.
Q: What wellness amenities are offered?
A: The spa features massages, body treatments, facials, fitness center, sauna, steam room, yoga classes, and a heated outdoor pool.
Exploring St. Michaels
Just a short stroll or bike ride from the Inn, St. Michaels is celebrated for its picturesque streets, historic charm, and treasure trove of antique shops. Guests can discover vibrant boutiques, art galleries, seafood eateries, and landmarks such as the Chesapeake Bay Maritime Museum.
Whether visiting for a weekend getaway, special event, or serene spa retreat, the Inn at Perry Cabin offers a unique blend of relaxation and adventure, ensuring a memorable stay in Maryland’s gem of the Eastern Shore.










