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Things To Do

We hope you find some time to explore the beautiful Eastern Shore while you're in town. Here are a few suggestions to get you started:
Chester River Packet Company

Chester River Packet Company

Chestertown, MD

Cruise the Chester River and enjoy views of historic Chestertown.

Crow Vineyard and Winery

Crow Vineyard and Winery

Kennedyville, MD

Visit this third generation working farm that has expanded with the addition of a winery.

Downtown Chestertown

Downtown Chestertown

Take a stroll through downtown Chestertown - full of cute shops, restaurants, and historic homes.

Dining in Chestertown

Dining in Chestertown

Some restaurants we recommend: The Kitchen, Stam's Luncheonette, Figg's Ordinary, The Retriever, and 98 Cannon (get a table outside overlooking the water).

Inn at Perry Cabin

Inn at Perry Cabin

Saint Michaels, MD

Get in the wedding spirit and visit the site where Wedding Crashers was filmed.

Brittland Manor

Brittland Manor

Chestertown, MD

We have the house for the entire weekend so feel free to drop in and say hi whenever!