The Season of Giving (Yourself a Getaway)

Make your next getaway to Inn at Perry Cabin even more memorable with our exclusive Cyber Sale!

Enjoy up to 35% off accommodations when you plan a stay from November 2026 through May 2027.

Offer is bookable from November 17 and December 3, 2026., Don't miss this limited-time opportunity to experience waterfront luxury at an exceptional rate.

Offer is subject to availability. Blackout dates apply.

Reserve Now

Experience the Holidays at Inn at Perry Cabin

A group of people smiling outdoors at night, surrounded by trees adorned with festive lights.

Celebrate Festival Season in St. Michaels

Enjoy Holiday Festivals, Christmas Parade, and more in St. Michaels

A table setting with elegantly plated dessert, champagne glass, and warm candlelight ambiance, creating a sophisticated dining experience.

We Saved Your Seat

locally sourced ingredients at unique holiday dining events

A vintage illustration of a quaint street lined with shops and trees, including a sign for "The Christmas Shop."

Winter Fest in St. Michaels

Explore the town with 4 days of holiday cheer

Inn at Perry Cabin Signature Activities

A white sailboat is cruising on a calm body of water with several other sailboats in the distance under a partly cloudy sky.

Boating

Explore the miles river aboard our private fleet

A serene landscape of a golf course at sunrise, with trees reflecting on a calm river.

Tee Off at Links

Experience Links at Perry cabin, or play our indoor golf simulators

A person lies back with eyes closed, receiving a gentle facial massage amid a cloud of steam, creating a relaxing and soothing ambiance.

Unwind & Relax

Embrace relaxation with rejuvenating spa treatments

A table spread with assorted breakfast dishes: fruit platter, omelette, bread, meat with garnish, and coffee.

Waterfront Dining

Enjoy Menus inspired by the seasons and flavors of the Chesapeake