Less than a two-hour drive from Philadelphia, Northern Virginia, and DC, Kent County Maryland is a scenic peninsula, where the Chester and Sassafras Rivers meander into the Chesapeake Bay. It is home to the historic towns of Chestertown, Rock Hall, Galena, Betterton, and Millington. With more than 300 years of mindful stewardship, you’ll feel like you’ve stepped back in time, where hustle and bustle are nowhere to be found. Year-round experiences include a winery and distillery, museums, natural history, performing arts, art galleries and studios, natural resources, vibrant sunsets, and plenty of fun events.

The County of Kent provides a plethora of things to do, whether your interests incline toward the athletic or artistic, the land, or water. Walk the tree-lined brick sidewalks of one of the oldest Mid-Atlantic ports of entry, or hike amid towering trees or along wide-open beaches at one of the county’s nature preserves. Take in dynamic art exhibits, watch artists at work, or participate in an artist’s workshop. Connect with nature from a kayak or on a chartered cruise or fishing excursion. If you’re the captain of your own vessel, you’ll be glad to know that Kent County offers more than 20 marinas, for that seasonal slip or transient getaway, and more than 30 public launch sites.

Craving crab cakes? That’s just a start to the array of scrumptious dishes at our local restaurants. Among other tasty treats, you’ll find locally caught rockfish, succulent oysters, steaming hot Chesapeake Bay Blue Crabs, locally raised beef, and our superlative Silver Queen sweet corn. Discover all Kent County grown and made at the award-winning Chestertown Farmers and Artisans Market on Saturday mornings. And don’t miss tastings of our locally produced wines and spirits. Dinner before a show at The Garfield Center for the Arts or the Mainstay is the perfect pairing.

Known for its amazingly fun events, you’ll want to coordinate your trip accordingly. Although too many to list here, below is a sample of what’s coming up. Visit for more listings and updated information.

March 20 – Celtic Celebration: Waverly Trio and Irish Dancers at the Mainstay; Rock Hall

March 21 – RiverArts Reclaimed Runway, Fashion Extravaganza; Rock Hall

March 22 – Resonance Concert: Emily Daggett Smith, Violin; St. Paul’s Church, Chestertown

March 28 – Caroline Oltmanns, Piano at Decker Theatre Washington College, Chestertown

April 4 – Vines to Wine Roaring 20s Spring Dinner; Crow Vineyard & Winery, Kennedyville

April 17 – The Fantasticks at the Garfield Center for the Arts; Chestertown

April 18 – 10th Annual Earth Day Festival; Downtown Chestertown

April 23-26 – RiverArts Paint The Town Plein Air; throughout Kent County

May 9 –Chili Fiesta Fly-In at Massey Aerodrome; Massey

May 16 – Dick Durham on the Piano at the Mainstay; Rock Hall

May 22-24 – Chestertown Tea Party; Chestertown

1st Fridays in Downtown Chestertown

No matter what time of year you choose to visit, Kent County is sure to provide you with experiences that exceed your expectations. For more information on lodging, dining, events, and attractions please visit or follow them on Facebook, Twitter, and Instagram @visitkentcounty.


Start typing and press Enter to search