Being single or living alone has unique challenges, which are often magnified during the Winter Holidays. Although the single person quickly gets used to doing daily life activities entirely alone, there is something about holidays such as Thanksgiving and Christmas that can be devastating. One feels the concept of "aloneness" ever more keenly, as the world revolves around in a seemingly endless circle of families, couples, and other societal groups.
My own story is typical of that of a single man. I'm 66 and have never been married. When I was 40 years old, I purchased a small 1,200 square foot house after renting for many years. I live overlooking a 300 acre lake and the setting is idyllic. However my parents passed away in the mid 2000's as did all my aunts and uncles. Although I have older sisters, they are often not able to do much for the holidays due to health reasons. Neither has children, so I have no nieces and nephews. I do have some cousins my own age and older but I rarely see them.
It has taken many years for me to realize I can have a meaningful life as a single person. Yes, the Winter Holidays are tough because of the often cold and depressing weather, and the short daylength which makes the world dark and depressing.
One of the first things I did to enhance my limited circle of friends was to join a local church. I started as a substitute pianist and gradually strengthened my position, creating a small choir and childrens' handbell group. Although this particular congregation is only about 50 people, most are my own age and very supporting. I have something to do every Sunday, and there are church fairs, rehearsals, meetings, and other commitments to keep me busy. Yes, some churches can be gossipy and very political so you need to choose carefully. One idea is to simply attend a service of a selected church one Sunday and see what kind of "vibes" are being given off by the congregation. If you "feel the love", come back, but if instead you are ignored there are always many other houses of worship to choose from.
Closely related to the idea of joining a church is to subscribe to your town's local newspaper, which is often free. There will generally be a section of weekly Holiday Fairs and other events. These enjoyable offerings almost always rely on volunteers, and you can also do some of your holiday shopping at the same time. While I have not yet met my significant other, I have made MANY new friends who I would have not otherwise have known were it not for the one time fortuitous crossing of varied paths.