Inn at Perry Cabin
Independent / Pyramid Global Hospitality

Inn at Perry Cabin

luxury4.8 (12)Resort
Price Tier
Luxury
Property Type
Resort
Insider Tip
1/5

Request a water-view room facing the Miles River — the price jump over garden-view is worth it for the morning light

Why It Matters

The only Forbes Four-Star hotel and restaurant on Maryland's Eastern Shore. The Pete Dye golf course (Links at Perry Cabin) was his final design. The working sailing fleet — ranging from a 1902 Skipjack to a Hinckley motor yacht — is genuinely usable, not just decorative. And the spa incorporates herbs actually grown on the Inn's own grounds.

A white Colonial manor house sitting on the banks of the Miles River in St. Michaels, Maryland, originally built in 1816 by War of 1812 Navy veteran Samuel Hambleton. The Inn has grown from a six-room hotel into a 78-room full-service resort with a Pete Dye golf course, sailing fleet, spa, and Forbes Four-Star flagship restaurant — all without losing the easy, unhurried feel of the Eastern Shore. It holds the #1 Best Resort in Maryland title from US News for 2025 and landed the top Mid-Atlantic Resort spot on Travel + Leisure's World's Best list the same year.

BrandIndependent / Pyramid Global Hospitality
TypeResort
Price Tierluxury
LocationChesapeake Bay, USA

Where You'll Stay

11 room types available

Deluxe Room
Deluxe

Deluxe Room

At 400-450 sq ft, the Deluxe earns its name with a spacious bathroom featuring a separate soaking tub and shower — a genuine upgrade over the superior tier. Has a furnished terrace with partial water views.

1 king
Spacious bath with soaking tubSeparate shower and tubPrivate terracePartial water views
Deluxe Water View Room
Deluxe

Deluxe Water View Room

One of the most popular room types. Same 400-450 sq ft footprint but with direct views of the Miles River from the room and from a private terrace or balcony. Wake up to moving water — it's as good as it sounds.

1 king
Views of Miles RiverPrivate terrace or balconyShower/tub combinationCanine friendly
Junior Suite
Suite

Junior Suite

The entry-level suite at 550-700 sq ft. Gets you a furnished outdoor terrace with partial water views and dedicated living space — meaningful extra breathing room over the Deluxe rooms. Canine friendly.

1 king
550-700 sq ftFurnished outdoor terracePartial water viewsCanine friendly
Luxury Water View Suite
Suite

Luxury Water View Suite

The biggest rooms in the house at 700-1,100 sq ft. Each one opens onto a private terrace or balcony directly facing the Miles River. Beautifully appointed and the right choice if you're celebrating something or just want the best address on property.

1 king
700-1,100 sq ftLargest suite categoryPrivate terrace or balconyDirect Miles River views
One Bedroom Garden Suite
Suite

One Bedroom Garden Suite

Runs 600-800 sq ft with a separate bedroom and living room. The separate rooms are useful for couples with different sleep schedules. Garden views look out over flowering beds and fields.

1 king
600-800 sq ftSeparate bedroom and living roomGarden views1 bathroom
One Bedroom Suite
Suite

One Bedroom Suite

700-800 sq ft with a separate living room and bedroom, soaking tub, and a terrace or balcony with partial water views. The open breeze-through layout works especially well in spring and fall.

1 king
700-800 sq ftSeparate living room and bedroomSoaking tubTerrace or balcony
One Bedroom Water View Suite
Suite

One Bedroom Water View Suite

700-900 sq ft of dedicated living space with a private terrace facing the water. The soaking tub and water views make this the sweet spot for a romantic stay. Move inside to the living room when the sun goes down.

1 king
700-900 sq ftSoaking tubPrivate furnished terraceWater views
Superior Double Room
Standard

Superior Double Room

The go-to for families or two friends sharing. Runs 400-450 sq ft with two double beds. Ground-floor access makes it easier for dogs. The practical choice when you need the extra bed.

2 double beds
2 double bedsSleeps 4Canine friendlyGround floor direct outdoor access
Superior Garden View Room
Standard

Superior Garden View Room

Same footprint as the Superior Room but with a private terrace opening onto the garden. Located on the 1st and 2nd floors of the original Inn. The terrace is the real upgrade here — coffee outside in the morning is the move.

1 queen or 1 king
Private terraceGarden views1st and 2nd floor of original InnCanine friendly
Superior Partial Water View Room
Standard

Superior Partial Water View Room

A step up to 400 sq ft on the 2nd floor of the original Inn, with glimpses of the waterfront alongside garden views. A solid middle-ground option.

1 queen or 1 king
Partial water viewsGarden views2nd floor in original InnShower/tub combination
Superior Room
Standard

Superior Room

The entry-level rooms sit in the original 1816 manor house. At 350 sq ft they're compact but well-appointed, with garden views. Good for a solo traveler or couple who plan to spend most of their time outside.

1 queen or 1 king
Shower/tub combinationGarden viewsPack & Play availableOriginal manor house building

Eat & Drink

4 venues on property

Spa & Wellness

On Property

How you'll actually spend your days.

Golf
30-Minute Golf Lesson + 9-Hole Play with PGA Pro30-minute lesson + 9-hole round

Private 30-minute lesson with a Links PGA staff member, followed by a round of 9-hole play. Available Monday–Friday. Price: $275 per person. Club rentals available.

Links at Perry Cabin Golf

An 18-hole course designed by Pete and Alice Dye — reportedly Dye's final design. Features devilish bunkers, a Biarritz hole, an island green, and a finishing stretch with Chesapeake Bay views. Bent grass tees, greens, and fairways with sub-air infrastructure. 8 HD golf simulators and an indoor putting green also on-site.

Nature
Birdwatching Tour

Guided bird watching around the property with binoculars provided. Bald Eagles, Blue Herons, and other Eastern Shore species are commonly spotted.

Garden Tours

Horticulturist-led tours of the property's gardens, orchards, and wildflower areas. The Inn maintains its own gardens for room flowers, culinary herbs, and spa botanicals.

Lawn Games
Croquet & BocceComplimentary
Cycling
Guided Bicycle Tour of St. Michaels

Guided bike tour through St. Michaels covering the town square, historic churches, and War of 1812 sites. Bikes are available on property.

Tennis
Har-Tru Tennis CourtsComplimentary

Multiple Har-Tru clay courts, lighted for evening play. Seasonal operation. Cliff Drysdale Pro on-site for clinics and lessons. Open for casual rallying, competitive play, or structured coaching.

Water Sports
Kayaking the Miles River

Guided kayak tour of the Miles River harbor. Takes in the area's history along the water. Available seasonally.

Sailing & Nautical Fleet

The Inn operates a full working fleet including a 1902 Stanley Norman Skipjack, the Stargazer (a Friendship 40 sailboat), and a 55-foot Hinckley motor yacht. Experiences range from group sails to private charters to Annapolis or open Bay cruises. Certified sailing instructors offer lessons from basics through multi-day certification courses.

Stand-Up Paddleboarding
Arts & Culture
Sip & Paint

Guided painting class with artist Vickie Fisher. All supplies included plus IPC-branded water and two glasses of wine.

Food & Drink
Whiskey & Rum Tastings

Curated spirit flights featuring rum or whiskey from around the world. A good evening activity for non-sailors.

Wellness
Yoga & Meditation

Yoga and meditation sessions available, including riverbank classes. All equipment provided (mats, blocks, straps). The fitness center is open 24 hours.

Pool
Zero-Edge Outdoor PoolComplimentary

A seasonal zero-edge (infinity) pool surrounded by lush greenery. Exclusive to overnight hotel guests. High Tide Pool Bar is adjacent for food and drinks.

Amenities & Practical Info

The details that matter for planning.

Connectivity
Complimentary WiFiComplimentary
Loyalty Program
I Prefer Hotel RewardsComplimentary

The Inn participates in the I Prefer Hotel Rewards loyalty program.

Outdoor Amenities
Waterfront Fire PitsComplimentary
Property Gardens & GreenhouseComplimentary

Working gardens producing flowers for guest rooms, herbs for the kitchen and bars, and botanicals for the spa. Orchard also on-site.

Pet Policy
Pet-Friendly (Dogs up to 60 lbs)

Dogs welcome up to 60 lbs. Pet fee: $200 plus tax for one dog; additional $75 for a second (max 2 per room). Dog beds, food and water bowls provided. Dedicated ground-floor canine rooms with direct outdoor access.

Pricing Policy
No Resort FeesComplimentary

The Inn explicitly advertises no resort fees — a rarity at this price tier.

Recreation
8 HD Golf Simulators + Indoor Putting Green
Services
Laundry Services
24-Hour Front Desk & ConciergeComplimentary
Room Service
Babysitting Services
Transport
Valet ParkingComplimentary
Wellness
Fitness CenterComplimentary

Full-service fitness center with Peloton bikes and weight-training equipment. Open 24 hours.

BUILD YOUR INN AT PERRY CABIN PLAN

Rooms, dining, spa, and resort experiences — organized into one trip plan.

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