Town of Wolfeboro. Wolfeboro, NH United States. The Town of Wolfeboro seeks a full-time Director of Planning and Development. The Town of Wolfeboro, NH (approx. year-round pop. 6,900 and summertime pop. to 30,000) is a desirable community, known as “America’s Oldest Summer Resort”. We are located on the eastern shores of magnificent Lake Winnipesaukee. We strive to provide a high-quality, family-friendly life in a picture-book New England setting...