Best place for single retirees: Pittsfield, Mass.
Dating is increasingly becoming a part of the retirement years. And Pittsfield is the only metro area where the majority of the 55-and-older population (52 percent) is single, according to Census Bureau data. Carol Scott, 60, an event planner who has been widowed for three years, likes to connect with new people online and has arranged five in-person dates so far this year. "I usually like to meet for a coffee or a drink," she says. "If we find we enjoy each other's company, perhaps it runs over into dinner." But even if you move to Pittsfield, we can't guarantee that dating will be easy. There are nearly twice as many single women (14,237) age 55 and older as single men (7,869). "A lot of my women friends are single," says Scott. "And while I have met some very nice people, I have not met someone I am interested in pursuing."
Best place for recreation and culture: Santa Fe, N.M.
At more than 400 years old, Santa Fe is the country's oldest state capital. The city is known for its unique culture and art galleries, including the New Mexico Museum of Art and Institute of American Indian Arts. "Santa Fe has a character that is unlike other cities," says Karen Ralston, 67, a retired director of marketing for a publisher. She moved to Santa Fe in 2006. "The cultural mix that we get here—the Anglo culture and the Indian culture and the Hispanic culture—blends very beautifully here. We really love that mix," she says. An art history minor in college, Ralston rediscovered that interest by volunteering at the Georgia O'Keeffe Museum and the Center for Contemporary Arts. The creations of artists worldwide are also celebrated at a variety of annual festivals and markets, such as the Native Treasures Indian Arts Festival and the Santa Fe International Folk Art Market.