What it is

A formal 19th century manor house surrounded by manicured gardens on the banks of the Chesapeake.

What it isn't

On a beach or ideal for travelers looking for an ambitious late night scene.

What we think

Vince Vaughn and Owen Wilson weren’t the only stars in the Wedding Crashers. The impeccably maintained and clearly doted upon classic colonial played the role of the elegant backdrop. Understated East Coast elegance ties together the resort’s 78 rooms and public spaces, outfitted with plantation shutters, sumptuously upholstered armchairs and nautical touches like sketches of boats and Semaphore flag. Travelers can sign up for sailing lessons on one of three yachts, or sign out bikes to peddle around the neighboring town of St. Michael’s. At cocktail hour, you can sip a St. Michael’s Old Fashioned—which includes a touch of maple syrup—on the hydrangea-framed patio overlooking the property’s 25 English-style garden acres dotted with old Magnolia and holly trees.

You're here because

A relaxed Eastern Shore getaway in a sophisticated setting is just what the doctor ordered.

The Moment

Heading out on the water with a Captain Herman Hattaway, a waterman whose family has lived in St. Michael’s for generations, to visit his secret spots, where he catches crabs and digs for oysters. to catch crab or dig for oysters.

Restaurants & Bars

Stars - An eclectic menu features fresh seasonal specialities

The Miles Room - Floor-to-ceiling windows frame the waterfront from this elegant room at the heart of the original Inn

The Courtyard - A quiet, tree-covered nook hiding in plain sight in the middle of the Inn.

The Purser’s Pub - Small plates with big flavors paired with a collection of rare spirits, craft cocktails and local beers

Afternoon Tea - Enjoy a sumptuous tea in the beautiful Morning Room with delicious sandwiches, pastries, and preserves

High Tide Pool Bar - A poolside hotspot with delicious, nutritious smoothies and lunch fresh from the bay

Location

In charm-filled St. Michaels—once a shipbuilding town and now a popular weekend spot among D.C.’s jetsetters—on Maryland’s Eastern Shore.