August 23, 2021 Prospect Bay CC, Grasonville, MD


The Free State Seniors held their August tournament at Prospect Bay Country Club. The course was wet and challenging, but fun to play. The service and the food was terrific! We had 79 members competing today. The results can be found below. Congratulation to the winners and “Thank You” to everyone who competed today.

You can click on any photograph to get a full-size view.

Gross Champions (Bret Lewis,, Bob Linkous)

Net Champions (Andrew Kahn, Bob Reese)
A Flight

A Flight LOW GROSS (Barry Flaer, Jeff Barnes)



A Flight LOW NET (Ron Getek, Ray Getek)
B Flight

B Flight LOW GROSS (Joe Dunn, Tim Rieu)



B Flight LOW NET (Bill Dayton, John Stout)
C Flight

C Flight LOW GROSS (Doug Strouse, Frank Weinstein)



C Flight LOW NET (John Gallagher, Joe Rineer)


Closest to the Pin Results
Hole 3 - Bruce Cowan
Hole 15 - Tim,Rieu


Below you'll find a short description of Prospect Bay CC history.

While Native Americans have inhabited the region for thousands of years, the first colonial owner of the Prospect Bay area was Richard Bennett, Sr., a Puritan governor of Virginia. Bennett received a land grant on the Eastern Shore of Maryland and moved to what is now Prospect Bay. At that time tobacco was the main product grown in the area for export to England. Little is known about the next generation’s owner, Richard Bennett, Jr., save that he died in 1667 at age 35. His son, Richard Bennett, III was born in 1667 and inherited the estate at his birth. It was not a large estate, consisting only of the land, a house, few slaves, three servants, and “ten cows and a bull”. Young Bennett’s mother, Henrietta Neal Bennett, was the trustee of the property and estate.

Between 1700 and 1749, Richard Bennett, III owned over 30 plantations in the area. At the time, he was the largest landowner in the State of Maryland. His heir, Edward Lloyd, Jr., owned over 40,000 acres of land on the Eastern Shore.

During the War of 1812, the British landed on the Eastern Shore, took Queenstown, burned the town, and sacked it. The Americans then engaged the British and defeated them at the battle of Slippery Hill right at the entrance of Bennett Point Road. The Americans then fell back to Piney Neck, of which Prospect Bay is a part.

In 1978 Albert Turner of MCD Enterprises, Inc. and Roy Kilby developed plans for Prospect Bay Plantation West. Construction of the golf course commenced. The boat basin was excavated, and that soil was used for fill on the golf course. The barns and silo were intact, and roads were laid out. Various improvements were made including construction of the original clubhouse, addition of the swimming pool, cart paths along the golf course and house construction began. The current clubhouse was built in 2005, along with several other major improvements to club properties, including a new golf practice facility.

In 2019, the Club embarked on an exciting new capital campaign that will bring improvements and upgrades to the golf course, golf maintenance facility, tennis courts, boat basin and clubhouse.