Golf Courses in Chestertown, Maryland (MD)

Chestertown, Maryland is home to 1 golf course, including 1 public course..

Best Time to Play Golf in Chestertown

Peak golf season in MD runs April through November, with the December through March typically seeing reduced hours or closures. Eastern Shore courses offer flat, walkable layouts with Chesapeake Bay breezes. Many Chestertown courses offer twilight rates for discounted afternoon and evening play.

Booking Tips

Most Chestertown golf courses accept tee time reservations 7-14 days in advance. Popular courses fill up quickly on weekends—book early for the best selection. Proper golf attire (collared shirt, golf shoes) is required at most courses. Cart fees may be included or separate depending on the facility.