An Affluence of Wonderful Wine in Kent County, Maryland

“Life is too short to drink bad wine.” ― Anonymous Whether you are an experienced wine connoisseur, a social enjoyer of good vintages, or a casual taster of the vine, Kent County, Maryland makes one fantastic experience for wine tasting. Great Oak Manor is right in the midst of the Chesapeake Wine Trail, which means … 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

5 Fun Summer Activities in and around Chestertown, MD

With our newly announced Sizzling Summer Savings, July is the perfect time for a Great Oak getaway here in Chestertown, Maryland. Summer is always full of excitement, and Chestertown is no different, hosting a variety of activities from golfing to hiking to swimming. Keep reading for a list of 5 fun summer activities for 2016: … Read More

3 Reasons to Take a Midweek Vacation at Great Oak Manor

Summer vacation has come to an end, and with the next holiday being so far away, you may find yourself trudging through the workday and reminding yourself that the weekend will be here soon. But don’t be satisfied with workday plodding! Break up the monotony of your weekly routine with a mid-week vacation that will … Read More

The Chester River Wine & Cheese Company

M.F.K. Fisher, a prominent food writer and founder of the Napa Valley Wine Library once stated, “Wine and cheese are ageless companions.” We happen to agree and can find no place better to demonstrate this assertion that the Chester River Wine & Cheese Company right here in Chestertown, Maryland. “Located in the vibrant Arts & … Read More

3 Reasons to attend the Chestertown Tea Party Festival

If you caught our last blog, then you’ve already seen mention of the upcoming Chestertown Tea Party Festival, a celebration of Chestertown’s very own version of the Boston Tea Party. According to the rich oral history of our town, “on May 23, 1774, the local chapter of the Sons of Liberty…boarded the brig [Geddes] by … Read More

Summertime fun in Chestertown, MD on the Eastern Shore

Great Oak Manor is looking forward to a fun filled and memorable Summer season for 2016. Along with all of the wonderful amenities that our property has to offer including kayaks, paddle boards, canoe, hammocks and bicycles the downtown Chestertown district has quite a few events planned. We wanted to highlight some of these upcoming … Read More