Best: Worcester, Mass. This 181,000-person city 40 miles west of Boston takes top honors because it ranks well in every criterion Zillow measured. The City of Seven Hills places in the 99th percentile for young single women as a proportion of total population, and in the 95th percentile for newly arrived singles as a fraction of overall residents. Worcester is also in the 81st percentile for walkability, as well as the 74th percentile for disposable income among single women. Unmarried females make a median $35,739 a year there but typically pay $1,302 a month for rent -- leaving $1,676 a month for dates and other expenses. "Worcester is actually fairly strong across the board," Hopkins says. "It's walkable, it's got a lot of young people and it's relatively inexpensive." The expert worked in Worcester himself for 14 months and says the community is actually "a cool place" for young singles. "There's a theater scene, an independent music scene and some entry-level biotech and engineering jobs that let young people get their feet wet in the workforce before moving to Boston or New York," he says.