1/5

Inn at Perry Cabin

Chesapeake Bay • St. Michaels • OVER THE TOP

avg. $695 / night

Includes $37 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

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Cash back

5% cash back on all completed stays (redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out)

Credit card points

Credit and debit card charges are processed directly by the hotel (i.e. not PressBeyond), meaning that any travel-specific credit card points or incentives that you normally get as a cardholder for direct hotel bookings are preserved

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Points accrual and status eligibility with major hotel loyalty programs: Marriott Bonvoy, Hilton Honors, World of Hyatt, and others

Free breakfast

Breakfast-included rate options available

Room upgrades

Complimentary room upgrades (subject to property availability)

Extend your stay

Early check-in and late check-out (subject to property availability)

Part of Preferred Hotels & Resorts

Location

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PB hotel design editorial

White clapboard buildings spread along the Miles River's edge in St. Michaels, Maryland, where the Inn at Perry Cabin has shaped Chesapeake Bay hospitality since the early nineteenth century — the original manor house built by a naval officer who served under Commodore Oliver Hazard Perry after the War of 1812, the name a tribute to his commander. Sir Bernard Ashley acquired the property in 1989 and transformed it under the Laura Ashley aesthetic, and subsequent stewardship by Orient-Express and then Belmond deepened both the physical plant and the culinary identity, bringing the room count to 78 across the low-slung Colonial Revival buildings that step gently down toward the water. The interiors, refreshed in recent years, work in a palette of pale grey and warm white — dark-stained four-poster beds with turned spindle details, plantation shutters filtering tidal light into bay-window alcoves furnished with wicker armchairs, sheer linen curtains pooling softly on carpeted floors. Abstract ink-wash diptychs hung above headboards are the one concession to contemporary sensibility in rooms that otherwise carry the composed atmosphere of a well-inherited house. Outside, a brick terrace furnished with teak dining chairs and white painted planters extends from French doors along the main building's garden facade, while Adirondack chairs face the river from a cropped lawn where a white gazebo frames views of working sailboats moving through the last of the evening light.

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About

Allow us to welcome you to the most sought-after Eastern Shore destination, Inn at Perry Cabin! Having received the distinction of being one of the top resorts in the Mid-Atlantic by Condé Naste and Travel + Leisure, our luxury resort is sure to provide you with a unique and authentic Chesapeake Bay experience. During your stay enjoy Links at Perry Cabin, Spa at Perry Cabin, and our Fleet of seven (7) motoring and sailing vessels designed to explore the area by water. Dine in our award-winning restaurant STARS, relax at our zero-edge swimming pool, play a round of bocce or croquet, or grab a complimentary bicycle and discover the town of St. Michaels. Whatever you decide, we are certain our favorite corner of the Eastern Shore will soon become yours!

Amenities

Pool

Free Parking

Restaurant

Pets Allowed

Internet

Room service

Free Internet

Wheelchair Access

Wifi

Fitness center

Inn at Perry Cabin Reviews

1,420 reviews

"This was a weekend trip off season. We've never been to this area of Maryland before. There really isn't much to do especially this time of year, however the Inn At Perry Cabin seems to be the place to be in St Michael's at this time of year, and it was quite busy. There were many young couples, and young families, and there was a conference too. The property is well kept with a trail around the property, plenty of Adirondeck chairs to soak in the sun and savor the sunrise. The best thing about this property is it's staff. EVERYONE from valet, to consierge, to waitstaff, spa personnel, housekeeping, and grounds keepers are conscientious, accomidating, friendly, and just good people. The grounds this time of year are still maintained, and interesting. The meals we had on site were excellent and they are always willing to make dietary adjustments. The rooms are spacious, we had a suite, but they are a little tired. The mattresses could use an update, and the couch was a lumpy, the rug was frayed. They have a small mini-fridge, but it doesn't have a freezer section, and there is no microwave. Our upstairs neighbors were very loud, and we could hear them through the floor. There was a small balcony off the room where you can have a cup of coffee and watch the sunrise as long as you bundled up. We booked massages, and I can honestly say, I've never had a better one. The technicians were excellent. I didn't know what to expect when we booked the trip, but I was pleasantly surprised!"

A Tripadvisor traveler review

Mar 17, 2026

"After visiting St. Michaels this past summer & a visit to check out the Inn at Perry Cabin we decided to book a short stay at Christmas. Unfortunately, this hotel did not shape up anywhere near its hype. Keys didn't work, Lights in the room did not work & the Kitchen was exorbitantly overpriced & mediocre. It's a nice location but way overpriced. It's just another worn-out old hotel gone to seed."

A Tripadvisor traveler review

Mar 09, 2026

"We love our visits to the Cabin. Relaxed, cosy and great service everytime."

A Tripadvisor traveler review

Jan 20, 2026

"I love the Inn at Perry Cabin. We had a fabulous visit after a quick wedding. We loved the champagne toast and a dinner outside. It was truly lovely and the perfect getaway."

A Tripadvisor traveler review

Jan 03, 2026

"The Inn at Perry Cabin is a luxury, boutique hotel just outside the core of Saint Michael’s, Maryland, situated on the waters of the Chesapeake Bay. Neither large nor small at 81 (we were told) guest rooms and suites, it sits on beautiful, spacious, and immaculately tended grounds. There is also a spa as well as seasonally available outdoor activities (tennis, swimming, golf, boating). Inside there is little to complain about – it’s all first class and very well staffed. We are a happily retired couple and were looking for a quiet, romantic getaway within easy driving distance from our home in Washington, DC. For the most part, that’s very much what we got. Luxury comes with a high price tag, of course, but we knew that going in. This is not a place for bargain-hunters. We had a nicely appointed suite with a lovely view of the Inn’s waterside grounds. We had all our breakfasts and one dinner in the Inn’s excellent main dining room, Stars, plus snacks one evening in the mostly-deserted (it was a Thursday in November) bar/pub. The food and service were very good. We do wish there had not been one or more loud babies nearby at each of the meals we had in Stars (including the one we paid nearly $400 for), but it’s a family-friendly resort and some of that is to be expected. What we did not expect was a barking (and, occasionally howling), apparently unattended dog in the suite adjacent to ours. There are obvious advantages to being a pet-friendly hotel, but there can also be consequences for those looking for peace and quiet. The housekeeping staff also missed us entirely on one of our three days at the Inn, but that may have been due to the somewhat remote location of our room and the fact that we only left the room available for a few afternoon hours on that rainy and coldish day. In many ways, this is a terrific place to stay, in a wonderful setting. It was almost what we were hoping for."

A Tripadvisor traveler review

Dec 01, 2025

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