Best for
Choose this Miles River inn for a boating-focused break, with captained sailing and motorboat excursions departing directly from the hotel's private dock.
Best for
Choose this Miles River inn for a boating-focused break, with captained sailing and motorboat excursions departing directly from the hotel's private dock.
What makes it special
Book the October or November oyster excursion to try traditional dredging aboard the Stanley Norman and learn how Chesapeake watermen harvested oysters.
Room to consider
Consider the One Bedroom Garden Suite when your sleeping schedules differ, with a separate living room where early risers can spend the morning.
Insider tip
Register for organized activities with the concierge at least two hours beforehand, rather than relying on a place being available when you arrive.
Free membership gives you access to preferred rates, exclusive benefits and current promotions for your stay.
Inn at Perry Cabin sits on the Miles River in St. Michaels, Maryland, where lawns, boats, gardens, and Chesapeake light shape the pace of the stay. The waterfront resort grew from an early 19th-century private house into a 78-room inn, yet the original building remains part of the experience. It suits travelers who want time on the water alongside good dining, a spa, golf, and the pleasure of walking into an Eastern Shore town.
Glazed doors open beside long curtains, linking the bedroom with its outdoor seating. One design has a small wooden table and blue folding chairs, set within white railings on timber decking. Trees stand beyond this private space, and the doors have louvered shutters.
Decorative details vary between rooms. Traditional furniture gives each interior its own finish, with a sitting area beside the sleeping space. The bathroom has a large layout apart from the main room.
Here, a soaking tub and separate shower offer a choice of bathing spaces within the private bathroom.
Glazed doors open beside long curtains, linking the bedroom with its outdoor seating. One design has a small wooden table and blue folding chairs, set...
Dogs are welcome in first-floor rooms only. An extra pet charge applies.
Large shuttered windows brighten a bedroom furnished in pale, natural tones. A checked sofa stands beside the bed in one design, with a small dark table and shaded lamps nearby. A desk has its own chair, while paneled storage fits beneath the sloping ceiling.
These rooms occupy the first or second floor of the original inn. Some open through glazed doors to a paved seating area, where woven chairs and a small wooden table sit among flowering borders. White fencing and climbing greenery keep this setting close to the inn's garden character.
A shower and bathtub are combined in the private bathroom.
Large shuttered windows brighten a bedroom furnished in pale, natural tones. A checked sofa stands beside the bed in one design, with a small dark...
These rooms occupy the second floor of the historic wing and have no elevator access.
White wall paneling and dark wooden bedposts give these rooms the character of the original inn. Long pale curtains frame the windows, with shutters behind them. In one design, a bedside lamp has a rounded clear base and stands on a light-topped wooden table beside the bed.
Each interior has its own arrangement and decorative details. The palette uses soft colors with occasional brighter accents, while small nautical touches reflect the inn's waterfront setting. A desk by the window provides a place to write, with daylight reaching the work surface.
The en-suite bathroom has a combined shower and bathtub.
White wall paneling and dark wooden bedposts give these rooms the character of the original inn. Long pale curtains frame the windows, with shutters behind...
A room or suite next door can be requested for extra family space, subject to availability.
Traditional wooden bed frames stand side by side in a bedroom finished with pale carpet and soft gray cushions. A shared bedside table holds a shaded lamp, while framed prints add detail to the walls. Long curtains and shutters surround the window, and a curved wooden bench sits at the foot of one bed.
Some layouts have a sloping ceiling that follows the shape of the original building. The furniture pairs dark wood with lighter fabrics. Its shared sleeping space is arranged for families or friends staying together.
Marble countertops furnish the private bathroom, where toiletries are supplied for the stay.
Traditional wooden bed frames stand side by side in a bedroom finished with pale carpet and soft gray cushions. A shared bedside table holds a...
Dark wooden furniture gives the bedroom a classic setting, with soft gray cushions and pale walls keeping the finish light. One layout has a bay-shaped window area framed by shutters and long curtains. A chair sits beside the glass, apart from the bed, with a small table close by.
The paneled wardrobe, turned bedposts and framed artwork add detail to the room. Shaded bedside lamps give a softer light in the evening, and the broad windows bring daylight through the sitting area. Interiors are individually decorated, so the arrangement can differ between rooms.
The private bathroom has a combined shower and bathtub.
Dark wooden furniture gives the bedroom a classic setting, with soft gray cushions and pale walls keeping the finish light. One layout has a bay-shaped...
The bedroom sits beyond a doorway from the living room, giving each part of the suite its own space. A checked sofa and an upholstered armchair furnish the lounge, with a low woven table between them. Pale walls and long curtains keep the interior light, while darker furniture adds contrast.
In one design, a cushion with a leafy pattern brings color to the armchair. The bedroom has a wooden bed frame and framed artwork above it, with shaded lamps on the bedside tables. The living room’s windows have shutters.
Two washbasins and a soaking tub furnish the private bathroom.
The bedroom sits beyond a doorway from the living room, giving each part of the suite its own space. A checked sofa and an upholstered...
The bed and sitting area share one open space. The suite has no separate, enclosed bedroom.
A wide row of shuttered windows brings daylight into the sitting area. A checked sofa faces a long padded footstool, while a woven armchair sits nearby with a small table between the seats. Pale curtains and patterned cushions give this corner a soft finish.
Wooden pieces sit beside these lighter fabrics. The footstool has turned legs and a trimmed edge, adding detail below its padded top. Layouts vary, and the sleeping space uses the same quiet colors as the seats.
Bathrooms differ too. Some have a shower above the bathtub, while others have a separate bath and shower.
A wide row of shuttered windows brings daylight into the sitting area. A checked sofa faces a long padded footstool, while a woven armchair sits...
Views depend on the booked suite. Some have a partial water view rather than a clear outlook across the river.
A doorway leads from the bedroom into a living room with a sofa and wingback chairs. Pale walls and soft checked fabrics give it a relaxed, traditional feel. In one layout, a low table with a woven surface sits between the sofa and chairs, forming a place to gather away from the bedroom.
The bedroom uses the same quiet colors, with a padded headboard and a curved wooden bench at the foot of the bed. Wall lights and shaded lamps light the seats and bedside tables. Long curtains soften the windows, with shutters behind them.
The bathroom has two washbasins and a soaking tub, alongside a separate shower.
A doorway leads from the bedroom into a living room with a sofa and wingback chairs. Pale walls and soft checked fabrics give it a...
Double doors divide the bedroom from a living room with its own seating. In one design, warm yellow walls set the lounge apart from the pale bedroom. A broad framed mirror hangs above a wooden cabinet, with padded armchairs and soft fabrics giving the rooms a relaxed, home-like feel.
A shaped headboard, dark blue cushion and shaded bedside lamps furnish the bedroom. Wooden floors run through the lounge, while paneled doors keep the inn’s traditional style. An armchair stands beside the bed, and another offers a seat in the lounge.
The bathroom pairs a deep soaking tub with a separate shower.
Double doors divide the bedroom from a living room with its own seating. In one design, warm yellow walls set the lounge apart from the...
These rooms sit on the original inn’s second and third floors. Traditional furniture and soft colors carry that historic character inside, with decorative details that vary from room to room. In one layout, a dark wooden writing table and padded chair fit into an alcove beneath a sloping ceiling.
A shaded lamp lights the desk, with framed art above it. Beyond the doorway, the sleeping space has a wooden bed frame and pale fabrics. Other rooms arrange their furniture differently. Long curtains, shutters and smaller framed pictures bring the same classic style to these interiors.
The private bathroom has a bathtub with a shower above it.
These rooms sit on the original inn’s second and third floors. Traditional furniture and soft colors carry that historic character inside, with decorative details that...
St. Michaels is close enough to explore on foot or by bike, with shops, waterfront restaurants, and maritime heritage beyond the inn's gates. Return to the grounds and the mood changes: the river takes the foreground, with boats passing the lawns and garden paths. This is a town-connected retreat, not an isolated country estate.
The house has a specific naval history. Samuel Hambleton, who served under Commodore Oliver Hazard Perry during the War of 1812, began building his residence here in 1812 and named it Perry Cabin Farm. The original structure, completed in 1816, now forms part of the manor house. The inn's connection to Chesapeake life runs through its architecture as well as its boating program.
Set aside time for St. Michaels itself. A short visit can be a walk through town and a meal off property; a longer stay leaves room for the Chesapeake Bay Maritime Museum and its working shipyard. The inn gives you the option to do both without organizing each day around a drive.
Room choice matters because the outlook and outdoor space vary. Superior Rooms have a historic character. In the original inn, a Superior Garden View Room adds a private terrace; a Superior Partial Water View Room looks across gardens toward the waterfront. For a clearer Miles River outlook, the Deluxe Water View Room has a terrace or balcony. Guests who will spend much of the day sailing or exploring town may find that a well-chosen room gives them everything they need.
Suites make more sense when the room itself is part of the plan. The Junior Suite has a furnished terrace and partial water view, while the One Bedroom Suite separates the living room from the bedroom and looks onto the garden. The One Bedroom Water View Suite pairs a private terrace with an indoor living area. The larger One Bedroom Luxury Suites face the Miles River and open to a terrace or balcony. Check the exact category rather than assuming every suite has the same view or layout.
Families or friends traveling together can look at the Superior Double Room, which has two double beds. Some categories are canine-friendly, but this varies by room. The useful decision is whether you value a river view, a private outdoor place to sit, a separate living room, or the character of the original house.
STARS is the inn's main dining room, with Miles River views and menus built around seasonal ingredients and Eastern Shore flavors. It can carry a leisurely brunch as comfortably as a more considered dinner. Seafood belongs naturally to this setting, but the attraction is also the chance to sit beside the water without leaving the property.
Purser's Pub & Courtyard offers a looser evening. Shareable plates, local beer, cocktails, and a notable spirits selection fit a drink after a sail or a casual meal when a formal dining room feels unnecessary. High Tide Pool Bar provides a daytime option by the pool, and private boathouse dining offers a dedicated setting for a special occasion.
St. Michaels dining is close at hand, but an evening at STARS and another at the pub reveal two distinct sides of the property: a composed waterfront dinner and a sociable place to finish the day.
Spa at Perry Cabin has seven treatment rooms, including a private couples suite, plus a steam room and relaxation lounge with an outdoor terrace. Its massage, facial, and body treatments draw on garden herbs and ingredients from the Eastern Shore. That local connection gives the spa a clearer identity than a generic treatment menu.
The outdoor zero-edge pool is reserved for overnight guests and operates seasonally. That distinction matters if pool time is central to the trip: the spa and pool should not be treated as the same experience. The fitness facility is available to hotel guests, and selected wellness activities include yoga. In warmer weather, a day might move from a morning on the river to the pool, then a quiet dinner.
The grounds deserve time of their own. Gardens and open lawns make the inn feel spacious despite its proximity to town. For guests who want rest more than a full activity schedule, a room with outdoor space and an unhurried afternoon on property may be the better choice than adding another excursion.
Links at Perry Cabin is a private 18-hole course available to inn guests as well as club members. Pete Dye developed it in collaboration with Alice Dye and their son PB Dye. The course adds a serious reason for golfers to come to St. Michaels, rather than treating a round as an incidental resort activity. Lessons offer less experienced players a way in too.
On the water, the inn has its own dock and a fleet that includes sailing yachts, motor vessels, and the historic Stanley Norman skipjack. Private charters and group sails offer different ways to see the Miles River and Chesapeake Bay. A group sail introduces the water without taking an entire vessel; a private charter leaves more room to shape the outing around your interests.
Back on land, the activities program includes tennis, croquet, bocce, guided cycling, garden tours, and kayaking. Availability and scheduling vary, so it is worth choosing the experiences that matter most before arrival. The appeal is having enough range to build a stay around a round of golf, a sail, or simply a walk into town, then leave the rest of the day open.
Inn at Perry Cabin suits couples who want a waterfront weekend with dining and spa time, golfers planning a course-led break, and travelers curious about the Chesapeake from the deck of a boat. Families can find room configurations and outdoor activities for a slower trip together. The original house and St. Michaels setting give the stay a sense of place that a larger, self-contained resort might lack.
Come for the river rather than an ocean beach, and for an Eastern Shore town rather than nightlife. Leave space between reservations. A water-view room, a sail, dinner at STARS, and an afternoon with no fixed plan are enough to show what makes this stretch of Maryland worth a return.
Complimentary bicycles make it easy to explore St. Michaels on two wheels, adding a flexible way to get around beyond walking.
Three lighted tennis courts allow play after daylight fades, giving you the option to fit a match around your daytime plans.
Private waterfront boathouses host dinners for two to four guests from April through October, giving small celebrations a dining space of their own.
308 Watkins Lane, St. Michaels, MD 21663, United States
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Yes. Inn at Perry Cabin is worth it for travelers who want a refined waterfront escape on Maryland's Eastern Shore. It suits couples, families, golfers, boaters, spa guests, and Washington, D.C. travelers who want a polished Chesapeake Bay retreat.
Inn at Perry Cabin is located in St. Michaels, Maryland, on the Miles River. The setting places guests close to Chesapeake Bay boating, local museums, seafood restaurants, boutiques, and the town's relaxed harbor atmosphere.
Inn at Perry Cabin has 78 rooms and suites. The size gives the resort enough space for dining, spa, golf, and waterfront activities without feeling like a large convention hotel.
Rooms and suites at Inn at Perry Cabin mix coastal style, soft colors, classic details, and Chesapeake-inspired design. Many guests choose higher categories for more space, river or garden views, fireplaces, terraces, or a stronger residential feel.
Yes. Inn at Perry Cabin sits on the Miles River in St. Michaels. The waterfront setting is central to the stay, from sunset views and boating to outdoor dining and peaceful walks by the river.
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