Sometimes the best trips don’t require a flight. Just two hours from Washington, DC, you’ll find one of the most charming waterfront destinations on the East Coast: St. Michaels, Maryland. Nestled along the Chesapeake Bay, Inn at Perry Cabin offers the perfect blend of luxury, relaxation, history, and coastal charm—making it an ideal weekend getaway when you’re craving a change of scenery without the hassle of extensive travel.
I recently spent a weekend at Inn at Perry Cabin and quickly understood why so many people return year after year. From sailing excursions and bike rides to sunset views and exceptional dining, it was the kind of trip that leaves you feeling refreshed long after you’ve returned home.
Exploring St. Michaels by Bike
One of my favorite ways to experience a destination is by bicycle, and Inn at Perry Cabin makes it incredibly easy. Complimentary bikes are available for guests, allowing you to explore both the property and the charming town of St. Michaels at your own pace.
The ride into town takes just a few minutes and offers plenty of opportunities to admire historic homes, waterfront views, and the small-town charm that makes St. Michaels so special. It’s the perfect way to spend a leisurely afternoon before returning to the resort for evening activities.
Discovering the History of Inn at Perry Cabin and St. Michaels
For history lovers, the complimentary history tour is a must. Guests can learn about the rich heritage of both the inn and St. Michaels, a town known for its maritime history and unique role during the War of 1812.
Walking through the property while hearing stories about its past adds another layer of appreciation to the experience. The tour offers fascinating insights into the region’s history while showcasing the beautiful grounds that make the inn feel timeless.
The Daily Champagne Toast at 5 PM
One of the most delightful traditions at Inn at Perry Cabin is the daily toast held each evening at 5 PM.
Guests gather to celebrate the day with a glass of champagne, while those who prefer a non-alcoholic option can enjoy a thoughtfully prepared mocktail. As someone who doesn’t drink alcohol, I especially appreciated that the experience felt equally welcoming and celebratory with the faux cocktail option.
It’s a simple but memorable ritual that encourages guests to slow down, connect, and soak in the beauty of the Chesapeake Bay before sunset.
Why Inn at Perry Cabin is the Perfect Weekend Trip from DC
One of the biggest surprises about Inn at Perry Cabin is how accessible it is. Located just about two hours from Washington, DC, it’s close enough for a spontaneous weekend escape but far enough to feel like you’ve truly gotten away.
Whether you’re looking for a romantic getaway, a girls’ weekend, or simply a chance to slow down and recharge, Inn at Perry Cabin offers the perfect balance of luxury, relaxation, and authentic Eastern Shore charm.
From sunset sails and waterfront dining to bike rides through historic St. Michaels and evening champagne toasts, it’s the kind of destination that reminds you that sometimes the best adventures are right in your own backyard.
If you’re looking for a luxury weekend getaway from Washington, DC, add Inn at Perry Cabin to the top of your list. Trust me—you’ll already be planning your return visit before you leave.
Outfit Details
1 // Tuckernuck Gingham Dress | Cable Draper Cardigan | Krewe Margaret Sunglasses | Cherry Wicker Top Handle Bag | Birdies Hummingbird Mary Jane
2 // A&F Crewe Sweater | MMLaFleur Milo Jeans | Anthropologie Sunglasses | Birdies Hummingbird Mary Jane | Sezane Justine Basket | Away Suitcase
3 // Lobster Sweater | Sezane Le Crop Jeans | Sarah Flint Arabesque Sides | Staud Tommy Lobster Beaded Bag | Krewe Margaret Sunglasses
4 // Boden Hampstead Linen Blazer | Boden Canonury Linen Pants | Sarah Flint Mirjana Wedge | Miu Miu Sunglasses | Furla Handbag
5 // Bedhead Lobster PJs
