Chestertown Taste of the Town

Chestertown’s Taste of the Town Coming In May Chestertown Taste of the Town will be back for its 11th year on Sunday, May 7, 2017. It’s a cornucopia of earthly restaurant delights, and you don’t want to miss it! Restaurants from Kent County’s finest dining establishments feature a sampling of their signature dishes. From classic … Read More

Muggles, Magic, and More: The Chestertown, MD Harry Potter Party

“It is important to remember that we all have magic inside us.” –JK Rowling Chestertown, Maryland’s must anticipated annual Harry Potter event will be here before you know it, and Great Oak Manor is gearing up for what promises to be one magical weekend at the Chestertown Harry Potter Festival! From September 30, 2016 to … Read More

5 Reasons to Visit Kent County, Maryland This Fall

While we still have more than a month of summer left, it’s never too early to begin planning your fall getaway to Kent County, Maryland. Autumn is a beautiful time of year to visit the Eastern Shore, and with the added incentive of local festivals and activities, it makes a great time for a Great … Read More

Rock Hall Pirates & Wenches Fantasy Weekend 2016

Were you a child who enjoyed dressing as a buccaneer for Halloween? Do you find yourself watching and re-watching the Pirates of the Caribbean movies? Maybe you even found yourself empathizing more with Captain Hook than with that pesky Peter Pan. If you have any interest whatsoever in the world of piracy, then you won’t … Read More

4th of July Festivities in and Around Chestertown, MD

Independence Day 2016 will be here soon, and Kent County, Maryland is gearing up for a day of parades, live music, cookouts, and of course, fireworks. From Georgetown to Rock Hall to Chestertown, there is a great selection of Maryland events to bring out the patriot in you and celebrate the freedom that we are … Read More

Chestertown’s Music in the Park Summer Concert Series

“It was June, and the world smelled of roses. The sunshine was like powdered gold over the grassy hillside.” ― Maud Hart Lovelace June has arrived, the weather is warm, the water is sparkling, and Chestertown, Maryland is bursting into activity. One much anticipated activity is Chestertown’s “Music in the Park” Summer Concert Series. Let’s … Read More

2015 Chestertown Jazz Festival and CrowFest

Escape your reality to Chestertown for a weekend of music, food, and wine tasting. The entire weekend offers something new to do, do you can come stay with us and enjoy all three events, or spend more time relaxing with us and attend one or two events: Sunday, September 11, 2015 At the Garfield, the … Read More