Best Cities in the USA to Meet Retired Single Men and Women

You are never too old to fall in love; indeed retirement can in fact be the ideal time to look for love since the days of professional and other family commitments are over. So if you are retired and single, head for any of these cities in the United States where you may find both love and leisure.


Pittsfield in Massachusetts finds a place on the list of the best cities for single retirees simply on the basis of numbers. Pittsfield holds the distinction of being the only metro area where the majority of the 55-and-older population at 52 percent is single 1. But this is not all – In 2009, the City of Pittsfield was chosen to receive a 2009 Commonwealth Award, Massachusetts' highest award in the arts, humanities, and sciences besides being ranked 20th in the United States as “Most Secure Place To Live” among small towns with fewer than 150,000 residents  by Farmers Insurance in 2005. The city has no dearth of cultural attractions to woo its senior singles - Downtown Pittsfield is home to the gilded-age Colonial Theatre, the Berkshire Museum, the Beacon Cinema, the Barrington Stage Company, Berkshire Athenaeum, Wahconah Park and Hebert Arboretum. Then there are several lakes, wildlife sanctuaries and protected forests which offer a host of outdoor recreational opportunities which are highly favored by healthy retirees who finally have the leisure and resources to enjoy themselves. Pittsfield is especially ideal for single retirees looking to settle in a city with a cozy sense of community and security. Many of the Berkshires' oldest homes, dating to the mid-18th century, can be found in Pittsfield, as well as many historic neighborhoods dating from the late 19th century and early 20th century. Several small multi-generational farms can still be found in Pittsfield, though suburban sprawl and land development have recently claimed some of this land.

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San Francisco

San Francisco scores as one of the best places to meet retired singles because of the sheer variety and number of dating opportunities. The city offers an eclectic mix of nature's wonders, cultural attractions and cosmopolitan pursuits that make for effective ways to meet singles from across the age spectrum. Whether you are strolling the wharfs, huffing up one of the city's vertiginous hills, sampling sushi in the Noe Valley neighborhood or cycling across the Golden Gate Bridge, San Francisco boasts of several ways that retired singles can meet each other for the purpose of dating or merely socializing.

And even though the city’s large LGBT population as well as several of its quirky neighborhoods may not be to the liking of every senior single, San Francisco is overall a high-functioning city. The Bay Area Rapid Transit (BART) anchors one of the most efficient regional transit systems in the United States. Other than this, both San Francisco and its huge woodsy park, the Presidio, have emerged as bicycle-friendly locales which retired singles can take advantage of. Even more importantly, the region is an extremely healthy place to live. The University of California, San Francisco in fact, is exclusively devoted to health and medical education, which contributes to a high number of physicians per capita. The metro area has a high proportion of population age 65 and older, and the age-adjusted health status of that population is among the best in the United States. Finally the institutions of higher education here are function as enjoyable places for older singles to meet up. Retiring in an area with nearby colleges allows plenty of opportunities to take a course and meet new people in class or at the library. Sometimes retirees can even get a break on tuition prices.San Francisco State University has an Osher Lifelong Learning Institute which draws many retired singles wishing to continue their education.


Boston, the capital city of Massachusetts figures as one of the best cities for single retirees because of a combination of government policies and civic facilities. Massachusetts is actually a great place to be retired from a government job or the military because most payments from public pensions are exempt from state taxes. And metro Boston is a major center of medical talent, with a very high concentration of physicians, hospital beds per capita and teaching hospitals. Rates of smoking and obesity are low, so the metro area has low mortality from heart disease and low rates of hypertension. Also the metro area also offers nearly 120 miles of Atlantic coastline and lots of dedicated bike paths, all of which are great at keeping senior singles in great physical shape. Apart from this Boston has some great nature parks and gardens which not only provide opportunities to meet other single retirees but can in fact make great dating venues as well. The Arnold Arboretum at Harvard is one of the finest in the world. The Massachusetts Audubon Society's Boston Nature Center has opened on the grounds of the old Boston State Hospital.


Thanks to its combination of natural beauty and economic policies, Florida attracts some of the richest retirees in the country. Naples and Marcos Island areas in particular are home to a large population of wealthy retirees as well as other well-heeled Floridians. In fact most of the area’s residents can be found owning two or three homes - whether for their own private use or to rent out to vacationers. The city also has the highest number of golf holes per capita than any other place in the United States, yet another evidence of the good life that its wealthy residents are used to. This concentration of rich retirees in Florida is good news for singles who are looking to meet potential partners with both money and time to spare. With plenty of waterfront properties and upscale shopping arcades, Florida and its exclusive retirement havens are ideal for those with relaxation on their minds and money in their bank accounts.


The attraction of Baltimore to retired singles lies in the city’s easy pace of life, historic neighborhoods that are a pleasure to explore and waterfront establishments which offer a wealth of recreational opportunities. Baltimore is actually city of natives, a place with a sense of community that spans generations. And this is why many single retired men and women choose to live here where the inclusiveness is evident in the corner pubs, the walkable streets of Federal Hill, Charles Village and Fells Point as well as the lively Cross Street Market. The city is especially great for a healthy lifestyle, which is an important concern for retirees. The region has a profusion of world-class parks for instance the historic Mount Vernon Place neighborhood that is well-protected by a local nonprofit. Fresh, locally grown food is easy to find at dozens of public markets. Some, including the Cross Street and Lexington markets, are open year-round. Metro Baltimore features top-quality cultural institutions, including the world-famous Peabody Institute and the Walters Art Museum. Baltimore is a major center for medical talent, with a high concentration of physicians and specialists; the teaching hospital at Johns Hopkins is one of the best in the country. In recent times though law and order has become something of a problem with gangs thriving in certain parts of the city.


  1. - 10 Best Places for Single Seniors to Retire