I'm familiar with the Towles name in Accomack Co., VA.
Have you ever read the book, "Wenches, Wives & Widows" by JoAnn Riley McKey?JoAnn wrote fourteen chapters containing sixteen women of Accomack Co. during the 1600's.Half a dozen chapters mention the Calvert family in one way or the other. Chapter 4 is entitled: Mary Calvert Supple.It recalls the Calvert and Parker families and Mary sneaking off to marry Garrett Sipple/Supple at age 17.
Chapter 14 is entitled: Elizabeth Stockley Bowen Towles; First Lady of Chincoteague. It's about the Stockley's and Towles' fight with their neighbors over the ownership of Chincoteague Island. It covers period 1670 to 1687.