Person in a chair on the beach with a kayak

Summertime Fun at Great Oak Manor

Great Oak Manor is gearing up for summer 2018 and we know it’s going to be the best summer yet! Here are some of our favorite fun summertime activities for kids of all ages! Go fishing. Fishing on the Eastern Shore is permitted from banks and certain public landings. There are also fishing charters that … Read More

Mother's Day gift and flowers

Mother’s Day on the Bay

Mom does it all for us – from packing lunches to homework to help to watching our own babies when we need a night out. Mother’s Day is the perfect opportunity to show mom just how much you care for her and appreciate all she does for you. This year, let her escape to Maryland’s … Read More

Couple and their dog watching the sunset over the water

A Letter from the Innkeepers – April 2018

  Spring is here – well, almost here. This time last year we were just settling in and rushing around to make spring happen. This year we are super excited about some wonderful changes that are taking place around here. Richard has been working all winter on the inside of the Manor, painting and sprucing … Read More

View from an old, wooden sailing ship

Chestertown Tea Party Festival 2018

In the spring of 1774, when news of the port of Boston’s closing reached Chestertown, the citizens met to determine what actions should be taken in response. They forth a list of grievances, which became known as the Chestertown Resolves, which made it unlawful to buy, sell or drink tea that came from England. According … Read More

Where to Eat Dinner (or Brunch) this Easter

This Easter, enjoy divine culinary experiences across Kent County. We’re not cooking this Easter (we need a break on at least one holiday!), but there are plenty of dining options on the Eastern Shore. Check out a few of our favorite spots: Barbara’s on the Bay Betterton, MD Open for Brunch from 10:30 a.m. to … Read More

Upcoming Festivals in Kent County

Maryland’s Eastern Shore offers visitors many family-friendly attractions and activities on the water. In addition boating, kayaking, crabbing, and cycling, Kent County hosts several exciting festivals throughout the year. Here’s a sneak peak at what’s happening this spring!  Dogwood Festival of Galena May 5, 2018 Visit the annual Dogwood Festival in Galena, a picturesque little … Read More

Red Velvet Sweetheart Pancakes with Cream Cheese Glaze

Ingredients: Glaze 1 4 oz. pkg of cream cheese, softened 1 cup confectioner’s sugar, sifted 1 tsp. vanilla 1 tbsp. milk, as needed Pancakes 1 ½ c all-purpose flour 2 tbsp. white sugar 2 tsp. baking powder 1 tbsp. unsweetened cocoa powder 1 tsp. salt 2 eggs ¼ c milk 1 c buttermilk 1 tsp. … Read More

Letter from the Innkeeper – February

So here it is February already and our thoughts turn to love and celebrations of love. There are so many kinds of love to express. Richard and I have been at Great Oak Manor for 11 months now and we just love this place. What is not to love about sitting at one’s desk or … Read More